Benzoyl chloride → Benzoyl fluoride

HRID 325166Notes

Reaction equation

HRID 325166 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.COCCN(S(F)(F)[F:20])CCOC>C(Cl)Cl>[C:1]([F:20])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 2734690(Bis(2-methoxyethyl)amino)sulfur trifluoride

Product 1

HCID 67999Benzoyl fluorideYield 99.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of benzoyl chloride (141 mg, 1 mmol) in CH2Cl2 (5.0 mL) was added to bis(methoxyethyl)aminosulfur trifluoride (567 mg, 3.0 mmol ) under N2 and stirred for 16 h at room temperature. After work-up as above benzoyl fluoride (124 mg, quantitative yield) was obtained. The product was identified by g.c.m.s. M+=124

Sources & evidence

ORD record
ord-c698cb0ddf45485f8c3f34cce99c38f2
Source dataset
uspto-grants-2001_04
Patent number
US06222064B1

Reaction notes

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