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

HRID 649732

반응식

HRID 649732 반응식
[CH3:1][O:2][C:3](=[O:13])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10](O)=[O:11].B.C1COCC1>O1CCCC1.C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:13])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][OH:11]

참가 물질

5

반응물 2

HCID 5541918-Methoxy-8-oxooctanoic acidHCID 2723981Borane;tetrahydrofuran

생성물 1

HCID 554055Methyl 8-hydroxyoctanoate

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

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

후처리

  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)

출처 및 근거

ORD 기록
ord-0759684ec69045f69084e061b180e743
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06271015B1

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