Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561495Generated: November 1, 2026

Water → 5,7-Difluoro-4-methyl-3,4-dihydro-2H-chromen-4-ol

https://huagongshe.com/reaction/561495

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant5,7-Difluorochroman-4-oneHCID 46835427—
ReactantHCID 178418573HCID 178418573—
SolventDiethyl EtherHCID 3283—
Product5,7-Difluoro-4-methyl-3,4-dihydro-2H-chromen-4-olHCID 58392170—

Reaction Conditions

Temperature0 °C

Reaction Steps

2.00 g (10.86 mmol) of the compound from Example 170A were dissolved in 40 ml of diethyl ether at 0° C., and 5.4 ml (16.29 mmol) of a 3N solution of methylmagnesium bromide in diethyl ether were slowly added dropwise. Stirring at 0° C. for 1 h was followed by warming to RT, addition of water and diethyl ether to the reaction solution and separation of the phases. The aqueous phase was extracted with diethyl ether, and the combined organic phases were dried over sodium sulfate and filtered, and the solvents were removed in vacuo. The crude product was purified by flash chromatography on silica gel (mobile phase: dichloromethane). 2.03 g (93% of theory) of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-694613f9486e42caa295f72a8f153267
Source noteuspto-grants-2011_11