تفاعل #75462

معادلة التفاعل

suberic acid monomethyl ester

BH3.THF

→

methyl-8-hydroxy-octanoate

المذيبات

ethyl acetate

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   أخرىto reach room temperature
2. 2
   أخرىquenched with methanol (10 mL) and 10% HCl (10 mL)
3. 3
   استخلاصExtraction with NaHCO3 (1×20 mL), water (2×10 mL), and brine (1×10 mL)

الإجراء التجريبي

A solution of suberic acid monomethyl ester (1.5 g, 7.97 mmol, 1.0 equiv.) in tetrahydrofuran (THF) (32.0 mL, 0.25M) at −20° C. was treated dropwise with BH3.THF (1M 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 (7) as a crude white solid.

المصدر