Hydrochloric Acid → 2-(2-Fluorophenyl)ethan-1-ol

11.4 g lithium aluminum hydride were initially introduced into 100 ml analytical grade tetrahydrofuran, the mixture was heated to the reflux temperature under a nitrogen atmosphere, 50 g 2-fluorophenylacetic acid, dissolved in 400 ml analytical grade tetrahydrofuran, were added dropwise and the reaction mixture was heated for a further two hours. For working up, 72 ml water followed by 250 ml half-concentrated hydrochloric acid (16 per cent by weight) were added dropwise, while cooling in an ice-bath. The mixture was extracted twice with 250 ml diethyl ether each time, the combined extracts were washed twice with 100 ml sodium bicarbonate solution (5 per cent by weight) each time, dried over sodium sulfate, filtered and concentrated and the residue was largely freed from solvent residues in vacuo. 40.2 g 2-(2-fluorophenyl)ethanol were obtained.

1. temperaturethe mixture was heated to the reflux temperature under a nitrogen atmosphere
2. additionwere added dropwise
3. temperaturethe reaction mixture was heated for a further two hours
4. additionwere added dropwise
5. temperaturewhile cooling in an ice-bath
6. extractionThe mixture was extracted twice with 250 ml diethyl ether each time
7. washthe combined extracts were washed twice with 100 ml sodium bicarbonate solution (5 per cent by weight) each time
8. dry with materialdried over sodium sulfate
9. filtrationfiltered
10. concentrationconcentrated

ORD record

ord-725295ec08d04ecba7743abdeabc964a

Source dataset

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07678834B2