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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1197552Generated: October 31, 2026

Water → Cyclohexanone, 2-[(phenylmethoxy)methyl]-

https://huagongshe.com/reaction/1197552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiethyl EtherHCID 3283—
ReactantBenzyl chloromethyl etherHCID 137983—
ReactantButyllithiumHCID 178418339—
CatalystZincchlorideHCID 3007855—
SolventTetrahydrofuranHCID 8028—
ProductCyclohexanone, 2-[(phenylmethoxy)methyl]-HCID 10489011—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 1-cyclohexenyloxytimethylsilane in dry tetrahydrofuran is treated with n-butyllithium (1.6M in hexane), (1.1 equivalents). After stirring 45 minutes the solution is cooled to 0° C. and a solution of zinc chloride (0.5 equivalents) in tetrahydrofuran is added dropwise. The mixture is stirred for 30 minutes followed by addition of choromethylbenzyl ether (1.2 equivalents) as a solution in tetrahydrofuran. After stirring for hours, water is added. The organics are layered with ether, dried (MgSO4), concentrated in vacuo, then chromatographed to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05276053
Source datasetuspto-grants-1994_01
ORD IDord-5b478d646c7e46b28f7fc7cf741cafd9
Source noteuspto-grants-1994_01