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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1627376Generated: November 1, 2026

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

https://huagongshe.com/reaction/1627376

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 numberUS08785488B2
Source datasetuspto-grants-2014_07
ORD IDord-244c9a509a4a40a98b2eb01314f061a4
Source noteuspto-grants-2014_07