8-Methoxy-8-oxooctanoic acid → Methyl 8-hydroxyoctanoate

A solution of suberic acid monomethyl ester (1.5 g, 7.97 mmol, 1.0 equiv.) in tetrahydrofuran (THF) (32.0 mL, .25M) at −20° C. was treated dropwise with BH3.THF (IM solution in THF, 7.97 mL, 7.97 mmol, 1.0 equiv.). The reaction mixture was stirred overnight and was subsequently allowed to reach room temperature. The reaction mixture was then diluted with ethyl acetate (100 mL) and quenched with methanol (10 mL) and 10% HCl (10 mL). Extraction with NaHCO3 (1×20 mL), water (2×10 mL), and brine (1×10 mL), afforded methyl-8-hydroxy-octanoate

1. customto reach room temperature
2. customquenched with methanol (10 mL) and 10% HCl (10 mL)
3. extractionExtraction with NaHCO3 (1×20 mL), water (2×10 mL), and brine (1×10 mL)

ORDレコード

ord-0759684ec69045f69084e061b180e743

出典データセット

uspto-grants-2001_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06271015B1