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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83889Generated: October 30, 2026

Triethylamine → Tert-butyl 3,5-difluoro-4-((methylsulfonyloxy)methyl)benzoate

https://huagongshe.com/reaction/83889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantTert-butyl 3,5-difluoro-4-(hydroxymethyl)benzoateHCID 66740404—
SolventDichloromethaneHCID 6344—
ProductTert-butyl 3,5-difluoro-4-((methylsulfonyloxy)methyl)benzoateHCID 8666222089.7%

Reaction Steps

To a stirred solution of tert-butyl 3,5-difluoro-4-(hydroxymethyl)benzoate (1.9 g, 7.78 mmol) in DCM was added Et3N (3.27 mL, 23.4 mmol, 3 eq) and methanesulfonylchloride (0.72 mL, 9.3 mmol, 1.2 eq) successively at 0° C. After the reaction was stirred for 30 min, it was extracted with CH2Cl2C and water. Organic layer was dried over MgSO4 and evaporated in vacuo. The residue was purified by column chromatography (Hex/EtOAc=4:1) to give tert-butyl 3,5-difluoro-4-((methylsulfonyloxy)methyl)benzoate (2.25 g, 89% yield) as a ivory solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846739B2
Source datasetuspto-grants-2014_09
ORD IDord-d7c688e7e9ca4161b68862139c9e613c
Source noteuspto-grants-2014_09