Sodium borohydride → 1-(4-Bromo-3-methyl-phenyl)-5-methyl-hexan-1-ol

HRID 1669329노트

반응식

HRID 1669329 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:15])[CH2:9][CH2:10][CH2:11][CH:12]([CH3:14])[CH3:13])=[CH:4][C:3]=1[CH3:16].[BH4-].[Na+]>C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:15])[CH2:9][CH2:10][CH2:11][CH:12]([CH3:13])[CH3:14])=[CH:4][C:3]=1[CH3:16]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 673424431-(4-Bromo-3-methyl-phenyl)-5-methyl-hexan-1-one

생성물 1

HCID 673450331-(4-Bromo-3-methyl-phenyl)-5-methyl-hexan-1-ol수율 94.5%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
0 °C

실험 절차

1-(4-Bromo-3-methyl-phenyl)-5-methyl-hexan-1-one (3.5 g, 12.4 mmol) was dissolved in ethanol and cooled to 0° C. while stirring under nitrogen. To the flask was added sodium borohydride (469 mg, 12.4 mmol), and the reaction was kept at 0° C. for 1 h., then slowly warmed to room temperature. The reaction was monitored by HPLC. Upon complete consumption of starting material, the reaction is carefully quenched with water, the ethanol removed by rotary evaporator, and extracted with diethyl ether, washed, dried, and concentrated. The title compound (3.33 g, 11.72 mmol), is used in the next step without further purification.

후처리

  1. temperatureslowly warmed to room temperature
  2. customUpon complete consumption of starting material
  3. customthe reaction is carefully quenched with water
  4. customthe ethanol removed by rotary evaporator
  5. extractionextracted with diethyl ether
  6. washwashed
  7. customdried
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-72b9b7aab46c4078a77272c2e0b35549
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989457B2

반응 노트

불러오는 중…