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

HRID 1669329ノート

反応式

HRID 1669329 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-72b9b7aab46c4078a77272c2e0b35549
出典データセット
uspto-grants-2011_08
特許番号
US07989457B2

反応ノート

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