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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 614746Generated: October 30, 2026

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

https://huagongshe.com/reaction/614746

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 hours. The reaction mixture was poured into ammonium chloride solution and extracted with ether. The combined ether layers were washed with 2N 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 numberUS04146539
Source datasetuspto-grants-1979_03
ORD IDord-e8c5bb0ba11c45999c424ccbe996ed19
Source noteuspto-grants-1979_03