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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 262138Generated: October 26, 2026

Benzene, 1-bromo-3-(trifluoromethyl)- → 2,2-Dimethyl-4-(3-trifluoromethylphenyl)-2H-chromene-7-ol

https://huagongshe.com/reaction/262138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-bromo-3-(trifluoromethyl)-HCID 9817—
ReactantAmmonium ChlorideHCID 25517—
Reactant7-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-oneHCID 600902—
ReactantMagnesiumHCID 5462224—
SolventDiethyl EtherHCID 3283—
Product2,2-Dimethyl-4-(3-trifluoromethylphenyl)-2H-chromene-7-olHCID 1207175786.2%

Reaction Steps

3-Bromobenzotrifluoride (61 g) in dry ether (100 ml) was added to magnesium (6.6 g) in ether (50 ml). 2,2-Dimethylchroman-4-one-7-ol (17.4 g) suspended in ether (500 ml) was added and the mixture refluxed for 16 hourss. The reaction mixture was poured into ammonium chloride solution and extracted with ether. The combined ether layers were washed with 2 N HCl (2×100 ml) and dried (MgSO4). Removal of the solvent under reduced pressure gave the title compound (25 g), m.p. 102°-106° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04153617
Source datasetuspto-grants-1979_05
ORD IDord-38c1fdbfa4fd41cebf2cc7138c084fcc
Source noteuspto-grants-1979_05