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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587123Generated: October 30, 2026

Water → 4-(Benzyloxy)cyclohexane-1-carbonitrile

https://huagongshe.com/reaction/587123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic anhydrideHCID 9845—
ReactantHCID 71239712HCID 71239712—
SolventTetrahydrofuranHCID 8028—
Product4-(Benzyloxy)cyclohexane-1-carbonitrileHCID 4678077097.5%

Reaction Steps

To a suspension of 4-(benzyloxy)cyclohexanecarboxamide (2.33 g, 10 mmol, 1.0 equiv) in THF (dry, 50 mL) was added trifluoroacetic anhydride (4.16 mL, 30 mmol, 3.0 equiv) dropwise at room temperature. The resulting clear solution was stirred at room temperature for 30 min and then concentrated to give the residue. H2O (50 mL) was added. The aqueous phase was extracted with MTBE (3×50 mL). The combined organic solution was washed with brine (50 mL), dried over anhydrous Na2SO4, concentrated to give 2.1 g (yield 97%) of 4-(benzyloxy)cyclohexanecarbonitrile as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226923B2
Source datasetuspto-grants-2016_01
ORD IDord-5e14e4a929f846929471cfb5ccb6d7da
Source noteuspto-grants-2016_01