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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 894153Generated: October 30, 2026

Water → HCID 54099954, compound

https://huagongshe.com/reaction/894153

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzene, 1-(chloromethyl)-2-fluoro-HCID 9580—
ReactantSodium HydroxideHCID 14798—
Reactant(1R,2S)-2-methoxycyclohexanolHCID 6951180—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 54099954HCID 5409995488%

Reaction Conditions

Temperature45 °C

Reaction Steps

772 g (19.3 mol) of sodium hydroxide powder were added in portions to 1,672 g (12.8 mol) of cis-2-methoxycyclohexanol and 1,853 g (12.8 mol) of 2-fluorobenzyl chloride in 10 l of dimethylsulphoxide, whilst cooling with water. The mixture was stirred at 35° C. for 2 hours and at 45° C. overnight. Thereafter, it was cooled to 18° C., 10 l of petroleum ether were added and the mixture was discharged onto 10 ml of ice-water. The organic phase was separated off, extracted by shaking with water, dried over sodium sulphate and filtered and the filtrate was concentrated. The oily residue was distilled. 2,685 g (87.5% of theory) of cis-1-(2-fluorobenzyloxy)-2-methoxy-cyclohexane of boiling point 150° C./2 mm Hg were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04282388
Source datasetuspto-grants-1981_08
ORD IDord-9d8e949cac07436c8befbd2faccf123f
Source noteuspto-grants-1981_08