3-Bromo-2-fluorobenzaldehyde → (3-Bromo-2-fluorophenyl)(phenyl)methanol

Temperatur

-78 °C

To a solution of 3-bromo-2-fluorobenzaldehyde (0.150 g, 0.739 mmol) in THF (3.21 mL) cooled to −78° C. was added phenylmagnesium bromide (0.887 mL, 0.887 mmol). The reaction mixture was maintained at −78° C. for at least 1 hr and then allowed to warm to room temperature slowly over 3 hr. The reaction was quenched with a saturated aqueous solution of NH4Cl. The reaction mixture was diluted with CH2Cl2 and the layers were separated. The aqueous phase was extracted twice with CH2Cl2. The organic layers were combined, dried over Na2SO4, filtered, and concentrated to afford the title compound as a colorless residue.

1. temperatureto warm to room temperature slowly over 3 hr
2. customThe reaction was quenched with a saturated aqueous solution of NH4Cl
3. additionThe reaction mixture was diluted with CH2Cl2
4. customthe layers were separated
5. extractionThe aqueous phase was extracted twice with CH2Cl2
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated

ORD-Eintrag

ord-32a24a7b571145808c77e56cb979c56b

Quelldatensatz

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09242967B2