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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1841885Generated: October 27, 2026

Methanol → Methyl 1-amino-4,4-difluorocyclohexanecarboxylate hydrochloride

https://huagongshe.com/reaction/1841885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant1-Amino-4,4-difluorocyclohexanecarboxylic acidHCID 47003603—
ProductMethyl 1-amino-4,4-difluorocyclohexanecarboxylate hydrochlorideHCID 60196672—

Reaction Conditions

Temperature70 °C

Reaction Steps

Under argon, 4.30 g of the compound from Example 3A were initially charged in 100 ml of methanol at 0 to 5° C. 10 ml of thionyl chloride were added dropwise, and the mixture was stirred at 0° C. for 30 minutes and at 70° C. for 24 h. The mixture was then cooled to 5° C. and the precipitate was filtered off with suction. The solution was concentrated using a rotary evaporator and the residue was crystallized using methyl tert-butyl ether. This gave 5.20 g (quantitative, still contains salts) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946124B2
Source datasetuspto-grants-2015_02
ORD IDord-71dd19b43fab4d769598e49585922ce2
Source noteuspto-grants-2015_02