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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2089700Generated: October 27, 2026

Pyridine → Carbonic acid chloromethyl ester 2-fluoro-1,1-dimethylethyl ester

https://huagongshe.com/reaction/2089700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTetrahydrofuranHCID 8028—
ReactantChloromethyl chloroformateHCID 62754—
Reactant1-Fluoro-2-methylpropan-2-olHCID 10964414—
SolventEthyl AcetateHCID 8857—
SolventHeptaneHCID 8900—
ProductCarbonic acid chloromethyl ester 2-fluoro-1,1-dimethylethyl esterHCID 86677420—

Reaction Steps

Under nitrogen atmosphere, to a mixture of 1-fluoro-2-methylpropane-2-ol (THF solution, 5.25 g) [CAS No. 353-80-0](Biorg. Med. Chem., volume 19, page 1580, 2011), THF (95 ml) and chloromethyl chloroformate (7 ml), pyridine (6.4 ml) was added dropwise at −78° C. The resulting mixture was stirred overnight at room temperature, and then ethyl acetate (200 mL) and heptane (200 mL) were added to the mixture. The resulting mixture was sequentially washed with 0.5 N hydrochloric acid (300 mL), saturated aqueous sodium hydrogen carbonate solution (200 mL), water (200 mL), and saturated aqueous sodium chloride solution (200 mL), and dried over anhydrous magnesium sulfate. The resulting mixture was filtered, and the filtrate obtained was concentrated under reduced pressure. The residue obtained was distilled under reduced pressure to obtain the captioned compound (5.25 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436009B2
Source datasetuspto-grants-2013_05
ORD IDord-e595f171379244c1b3a9faa2d298d61c
Source noteuspto-grants-2013_05