Methanol → Benzoic acid, 3-(chlorosulfonyl)-, methyl ester

HRID 869370Notes

Reaction equation

HRID 869370 reaction equation
Cl[C:2]([C:4]1[CH:5]=[C:6]([S:10]([Cl:13])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)=[O:3].[CH3:14][OH:15]>C1COCC1>[CH3:14][O:15][C:2]([C:4]1[CH:5]=[C:6]([S:10]([Cl:13])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)=[O:3]

Participants

4

Reactant 2

HCID 887MethanolHCID 77671Benzoyl chloride, 3-(chlorosulfonyl)-

Product 1

HCID 113339Benzoic acid, 3-(chlorosulfonyl)-, methyl esterYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-chlorocarbonylbenzenesulfonyl chloride (5.0 g, 21 mmol) in THF (100 ml) was added methanol 1.7 ml (42 mmol) and the mixture was stirred at room temperature for 13 hours. After the reaction was completed, the resultant was concentrated under reduced pressure to give 5.14 g (21 mmol) of the titled compound as a pale purple solid. Yield: 100%.

Workup

  1. concentrationthe resultant was concentrated under reduced pressure

Sources & evidence

ORD record
ord-2a927ece03b1498998aed784cc467ca8
Source dataset
uspto-grants-2015_03
Patent number
US08969362B2

Reaction notes

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