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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 26289Generated: October 25, 2026

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

https://huagongshe.com/reaction/26289

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 numberUS04148909
Source datasetuspto-grants-1979_04
ORD IDord-58a9c8d907364fbda18f7e7cdb4bebbe
Source noteuspto-grants-1979_04