Tetrahydrofuran → 1-(2-Bromophenyl)prop-2-en-1-ol

To 2-bromobenzaldehyde (27 g; 0.146 mmol.) in dry tetrahydrofuran cooled to -78° C. in a dry ice/isopropyl alcohol bath was added 175 ml of a 1.0M solution of vinyl Grignard reagent in tetrahydrofuran dropwise and the reaction allowed to slowly warm overnight to room temperature. The reaction mixture was quenched with saturated NH4Cl and the tetrahydrofuran was concentrated off. The reaction mixture was poured into water and extracted twice with diethylether, washed with water and then brine and dried over K2CO3 to afford the subtitle compound.

1. customThe reaction mixture was quenched with saturated NH4Cl
2. concentrationthe tetrahydrofuran was concentrated off
3. additionThe reaction mixture was poured into water
4. extractionextracted twice with diethylether
5. washwashed with water
6. dry with materialbrine and dried over K2CO3

ORD record

ord-e00a1066da2e4f2eb9f9eca68d86afef

Source dataset

uspto-grants-1994_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05283361