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Potassium (Methoxymethyl)trifluoroborate
(CAS RN:910251-11-5 Product Number:P2153)

Structure

Potassium (Methoxymethyl)trifluoroborate

General Information

Product Number P2153

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Purity/Analysis Method >98.0%(W)
Storage Temperature
M.F. / M.W. C2H5BF3KO=151.96
CAS RN 910251-11-5
Related CAS RN
MDL Number MFCD10566517

Notes

This material was produced by collaboration with Eisai Co., Ltd. (Patent No. WO2006098270)
  • Product Details
  • Safety & Regulations
  • Reference & Application

Specification

Purity(Gravimetric Method) min. 98.0 %

Data of Reference

mp 153°C(lit.)

References

Reaxys-RN 13026073
PubChem SID 253661859

GHS

Pictogram
Signal Word Warning
Hazard Statements
  • H315
  • :Causes skin irritation.
  • H319
  • :Causes serious eye irritation.
Precautionary Statements
  • P264
  • :Wash hands and face thoroughly after handling.
  • P280
  • :Wear protective gloves, eye protection.
  • P302+P352+P332+P313+P362+P364
  • :If on skin: Wash with plenty of soap and water. If skin irritation occurs: Get medical advice or attention. Take off contaminated clothing and wash it before reuse.
  • P305+P351+P338+P337+P313
  • :If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. If eye irritation persists: Get medical advice or attention.

Transport Information

HS Number 2931.90.9051

Application

Cross Coupling of Aryl Mesylates

A vial is charged with PdCl2 (COD) (3.6 mg, 12 μmol), dippf (10.5 mg, 25.0 μmol), 1 (55.5 mg, 0.25 mmol), 2 (68.4 mg, 0.33 mmol) and K3PO4 (382 mg, 1.80 mmol). The vial is purged with argon and a mixture of t-BuOH/H2O (1.25 mL/1.25 mL) is added. The reaction mixture is heated to 110 °C for 4 h before cooling to rt. The reaction mixture is extracted with EtOAc (3 x 2 mL) and then dried (MgSO4). The solvent is removed in vacuo, and the crude product is purified by silica gel chromatography (elution with hexanes/ EtOAc 92:8) to yield 3 in 71% yield (30.5 mg) as a yellow oil.

References

Direct Methoxymethylation of Heteroaryls

A procedure for alkylation of lepidine: Potassium (Methoxymethyl)trifluoroborate (152 mg, 1.0 mmol) and lepidine (143 mg, 1.0 mmol) are dissolved in a 1 : 1 mixture of acetic acid : water (13 mL), and trifluoroacetic acid (0.077 mL, 1.0 mmol) is added. The resulting mixture is stirred at room temperature until complete dissolution then manganese(III) acetate (670 mg, 2.5 mmol) is added in one portion. The mixture is stirred at 50 °C for 18 h. After cooling to room temperature, the mixture is slowly added to a saturated aq solution of Na2CO3 (50 mL). The aqueous layer then is extracted with EtOAc (3 x 20mL). The organic layers are washed with water (2 x 20 mL) then dried (MgSO4), filtered, and evaporated under vacuum. The residue is purified by preparative plate chromatography (silica gel, hexanes / EtOAc 30 / 70) to give the desired compound (93.0 mg, 50% yield) as a colorless oil.

References

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