Methanol → Methyl (chlorosulfonyl)acetate

HRID 1776510Notes

Reaction equation

HRID 1776510 reaction equation
[Cl:1][S:2](CC(Cl)=O)(=[O:4])=[O:3].C[OH:10].[CH3:11][CH2:12][O:13][CH2:14]C>>[Cl:1][S:2]([CH2:11][C:12]([O:13][CH3:14])=[O:10])(=[O:4])=[O:3]

Participants

4

Reactant 3

HCID 887MethanolHCID 3283Diethyl Ether2×HCID 77642(Chlorosulphonyl)acetyl chloride

Product 1

HCID 11435213Methyl (chlorosulfonyl)acetateYield 95%

Procedure

To a solution of 2-(chlorosulfonyl)acetyl chloride (1 g, 5.65 mmol) in dry Et2O (5 ml) cooled to 0° C., a solution of methanol (0.286 g, 6.21 mmol) in dry Et2O (1 ml) was added dropwise. After 15 minutes, the mixture was warmed to RT and stirred for 2 hours. The solvent was evaporated and the desired compound was obtained (1 g, 5.36 mmol, 95% yield) and used in the next step without further purification.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-1723900e6a784a6b9bebf1662577a60e
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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