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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1863047Generated: October 31, 2026

Water → 7-Benzyloxy-2,2-dimethyl-4-(4-trifluoromethylphenyl)-2H-chromene

https://huagongshe.com/reaction/1863047

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzene, 1-bromo-4-(trifluoromethyl)-HCID 67872—
Reactant7-Benzyloxy-2,3-dihydro-2,2-dimethyl-4-oxobenzopyranHCID 15609636—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
Product7-Benzyloxy-2,2-dimethyl-4-(4-trifluoromethylphenyl)-2H-chromeneHCID 20570560—

Reaction Steps

n-Butyl-lithium (142 ml of a 2.4 M solution) was added under dry nitrogen to a solution of 4-bromobenzotrifluoride (76.5 g) in dry ether at -50° C. The mixture was left to stir for 2 hours. 7-Benzyloxy-2,2-dimethylchroman-4-one (64g) in dry ether was added dropwise. Water was added and the ether layer washed with 5N.HCl (2×100 ml), and dried (MgSO4). Removal of the solvent under reduced pressure gave an oil (84 g) which was chromatographed on alumina. Elution with petrol-ether (1:1) gave the title compound (52 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04167515
Source datasetuspto-grants-1979_09
ORD IDord-3f25e1cb157b4f44bd23c4bcf2494a81
Source noteuspto-grants-1979_09