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CAS RN: 333717-40-1 | Product Number: R0297
Reagents for Condensation Reactions (HOTU) (HPMC encapsulated)
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Purity:
Synonyms:
- HOTU ca. 0.25 mmol/capsule (HPMC encapsulated) (HPMC encapsulated)
Product Documents:
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Supplemental Product Information:
Contents (per one capsule)
- HOTU : ca. 0.25 mmol
Directions for Use
- Each capsule contains all reagents for a single use on 0.25 mmol scale condensation reaction (amide coupling reaction) between carboxylic acid and amine.
Typical condition: 0.25 mmol of carboxylic acid and 1.25 equiv. of amines and 2.0 equiv. of base in DMF (0.25 M) at 30 °C.
Related Products
- E1306 HOTU
| Product Number | R0297 |
| Molecular Formula / Molecular Weight | C__1__0H__1__7F__6N__4O__3P = 386.24 |
| Physical State (20 deg.C) | Solid |
Storage Temperature 
|
Refrigerated (0-10°C) |
| Condition to Avoid | Heat Sensitive |
| CAS RN | 333717-40-1 |
Specifications
| Appearance | White to Almost white capsule |
| Functionality test (conversion ratio) | min.85.0 % |
Properties (reference)
GHS
| Pictogram |
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| Signal Word | Warning |
| Hazard Statements | H302 + H312 + H332 : Harmful if swallowed, in contact with skin or if inhaled. H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P261 : Avoid breathing dust. P270 : Do not eat, drink or smoke when using this product. P271 : Use only outdoors or in a well-ventilated area. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth. P302 + P352 + P312 : IF ON SKIN: Wash with plenty of water.Call a POISON CENTER/doctor if you feel unwell. P304 + P340 + P312 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell. |
Related Laws:
Transport Information:
| H.S.code* | 3822.19-000 |
Application
TCI Practical Example: The Condensation Reaction Using HOTU in a Capsule Reagent
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Used Chemicals
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Procedure
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Reagents for condensation capsule (HOTU) (one capsule) was added to a solution of 4-bromobenzoic acid (50 mg, 0.25 mmol, 1.0 eq.), morpholine (27 μL, 0.31 mmol, 1.25 eq.) and N,N-diisopropylethylamine (85 μL, 0.50 mmol, 2 eq.) in DMF (1 mL) at r.t. and the mixture was stirred at 30 °C for 2 hours. After the reaction, the mixture was diluted with ethyl acetate (15 mL) and filtered through Celite to remove HPMC. The filtrate was washed with sat. Na2SO4 aq. (10 mL), 2 mol/L HCl aq. (10 mL), sat. NaHCO3 aq. (10 mL) and brine (10 mL). The organic layer was dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel chromatography (hexane:ethyl acetate = 2:1 - 1:1) to afford (4-bromophenyl)(morpholino)methanone (54 mg, 80% yield) as a white solid.
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Experimenter’s Comments
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The reaction mixture was monitored by UPLC.
The shape of the capsule is like below image and each capsule includes ca. 0.25 mmol of HOTU.
The material of the capsule is water-soluble HPMC (hydroxypropyl methylcellulose).
HPMC was removed with filtration through Celite pad and saturated sodium sulfate solution used in the participation, but separating funnel was clogged due to the precipitation of sodium sulfate. Therefore, the precipitated sodium sulfate was filtered, and ethyl acetate was added to the filtrate for extraction. Use of a more dilute sodium sulfate solution may reduce clogging problems.
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Analytical Data
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(4-Bromophenyl)(morpholino)methanone
1H NMR (400 MHz, CDCl3); δ 7.57 (d, J = 8.4 Hz, 2H), 7.30 (d, J = 8.4 Hz, 2H), 3.74-3.44 (m, 8H).
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Lead Reference
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- Hydrophobic Pockets of HPMC Enable Extremely Short Reaction Times in Water
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Other Reference
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- HPMC: A Biomass-Based Semisynthetic Sustainable Additive Enabling Clean and Fast Chemistry in Water
Product Articles
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Safety Data Sheet (SDS)
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Specifications
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Other Documents
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O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium Hexafluorophosphate
| Product # | E1306 |
| CAS RN | 333717-40-1 |
| Purity / Analysis Method: | >98.0%(HPLC)(N) |