Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2047952Generated: October 31, 2026

Chloroform → 1-Ethoxycarbonyl-1,1-difluoro-2-butyl methacrylate

https://huagongshe.com/reaction/2047952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantTriethylamineHCID 8471—
ReactantMethacryloyl chlorideHCID 13528—
ReactantEthyl 2,2-difluoro-3-hydroxypentanoateHCID 59863825—
SolventWaterHCID 962—
Product1-Ethoxycarbonyl-1,1-difluoro-2-butyl methacrylateHCID 5986386166%

Reaction Conditions

Temperature55 °C

Reaction Steps

A 25 ml reactor was charged with 1.50 g (8.2 mmol) of ethyl 2,2-difluoro-3-hydroxypentanoate, 6.5 g of chloroform, 10 mg of an antioxidant NONFLEX MBP made by Seiko Chemical Co., Ltd., 1.03 g (9.9 mmol, 1.2 eq) of methacrylic chloride, and 1.25 g (12.4 mmol, 1.5 eq) of triethylamine, followed by stirring at 55° C. for 4 hours. Then, 10 g of water was added, followed by extraction with chloroform one time. The obtained organic layer was washed with diluted hydrochloric acid and water, followed by removing water with magnesium sulfate. After conducting filtration, chloroform was distilled off, thereby obtaining 2.06 g of the target 1-ethoxycarbonyl-1,1-difluoro-2-butyl methacrylate. Purity was 66%, and yield was 66%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592622B2
Source datasetuspto-grants-2013_11
ORD IDord-bc5bbbcd807447d2905eac3a7a14935d
Source noteuspto-grants-2013_11