Ethyl Acetate → (R)-1-(benzo[b]thiophen-5-yl)-2-bromoethanol

Temperatur

-25 °C

A solution of 7.5 g of (+)-diisopinocamphenylchloroborane dissolved in 15 ml of tetrahydrofuran was cooled to -25° C. Thereto was added 4 g of 5-bromoacetyl-benzo[b]thiophene. The resulting mixture was stirred for 4 hours at -20° C. to -15° C. The reaction mixture was added to a mixture of 80 ml of ethyl acetate and 80 ml of ice water. The organic layer was separated, washed with water and a saturated aqueous sodium chloride solution in this order, and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue thus obtained was purified by column chromatography (eluant: hexane:ethyl acetate=10:1) to obtain 3.8 g of (R)-1-(benzo[b]thiophen-5-yl)-2-bromoethanol.

1. customThe organic layer was separated
2. washwashed with water
3. dry with materiala saturated aqueous sodium chloride solution in this order, and dried over anhydrous magnesium sulfate
4. customThe solvent was removed by distillation under reduced pressure
5. customThe residue thus obtained
6. customwas purified by column chromatography (eluant: hexane:ethyl acetate=10:1)

ORD-Eintrag

ord-a6bc99b8b979401188c4eec511fa5c4b

Quelldatensatz

uspto-grants-1999_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05872117