Water → HCID 86623646、化合物

HRID 2080545ノート

反応式

HRID 2080545 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([OH:11])[C:9]#[N:10].[C:12]1([CH3:22])[CH:17]=[CH:16][C:15]([S:18](Cl)(=[O:20])=[O:19])=[CH:14][CH:13]=1.CCN(CC)CC.O>C(#N)C>[CH3:22][C:12]1[CH:17]=[CH:16][C:15]([S:18]([O:11][CH:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[C:9]#[N:10])(=[O:20])=[O:19])=[CH:14][CH:13]=1

参加物

6

反応物 4

HCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 98989362-(2-Chlorophenyl)-2-hydroxyacetonitrile

生成物 1

HCID 86623646HCID 86623646、化合物収率 93.75%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

2-(2-chlorophenyl)-2-hydroxyacetonitrile (16.8 g, 0.1 mol) and 4-toluene sulfonyl chloride (21 g, 0.11 mol) was dissolved in acetonitrile (80 mL) in a suitable reaction flask, and Et3N (20 g, 0.2 mol) was added to the reaction dropwise at 0-25° C. Then the solution was stirred at room temperature for 5 h and afterwards refluxed until the reaction was completed by TLC monitoring. The acetonitrile was recovered and reaction mixture was diluted by water and extracted with butyl acetate. The organic layer was washed repeatedly with water and the butyl acetate was removed under reduced pressure giving the target product (30 g, yield 93.75%).

後処理

  1. temperatureafterwards refluxed until the reaction
  2. customThe acetonitrile was recovered
  3. customreaction mixture
  4. extractionextracted with butyl acetate
  5. washThe organic layer was washed repeatedly with water
  6. customthe butyl acetate was removed under reduced pressure

出典と根拠

ORDレコード
ord-a1e1df8fd06d47ac9f6678b11af22c05
出典データセット
uspto-grants-2011_04
特許番号
US07932391B2

反応ノート

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