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Sodium borohydride → HCID 67777887、化合物

HRID 44149
ノート
印刷プレビュー

反応式

HRID 44149 の反応式
[BH4-].[Na+].[CH3:3][C:4]1[CH:5]=[C:6](/[CH:11]=[C:12](\[C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=2)/[C:13]#[N:14])[CH:7]=[CH:8][C:9]=1[CH3:10]>CCO>[CH3:3][C:4]1[CH:5]=[C:6]([CH2:11][CH:12]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=2)[C:13]#[N:14])[CH:7]=[CH:8][C:9]=1[CH3:10]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 67778514(2E)-3-(3,4-dimethylphenyl)-2-(3-methoxyphenyl)acrylonitrile

生成物 1

HCID 67777887HCID 67777887、化合物収率 96.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
70 °C

実験手順

NaBH4 (1.8 g, 47 mmol) was added slowly to the solution of (2E)-3-(3,4-dimethylphenyl)-2-(3-methoxyphenyl)acrylonitrile (6.17 g, 23.5 mmol) in EtOH (100 mL) under argon. The mixture was stirred at 70° C. for 16 h. The solution was cooled to room temperature and quenched with water. The reaction mixture was diluted with 100 mL water and acidified with 6M HCl (aq.). After extraction with ether (3×100 mL), the combined organic layers were washed with water and brine, dried over MgSO4, filtered and concentrated to get 3-(3,4-dimethylphenyl)-2-(3-methoxyphenyl)propanenitrile as a white solid (6 g, 96%).

後処理

  1. temperatureThe solution was cooled to room temperature
  2. customquenched with water
  3. additionThe reaction mixture was diluted with 100 mL water
  4. extractionAfter extraction with ether (3×100 mL)
  5. washthe combined organic layers were washed with water and brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-1c0d8e6efc394d699f83f3a930779f07
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08541397B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート