Chloroacetyl chloride → 1-(2-Chloroacetyl)-3,3-dimethylindoline-6-carbonitrile

HRID 1475409ノート

反応式

HRID 1475409 の反応式
[CH3:1][C:2]1([CH3:13])[C:10]2[C:5](=[CH:6][C:7]([C:11]#[N:12])=[CH:8][CH:9]=2)[NH:4][CH2:3]1.C(N(CC)CC)C.[Cl:21][CH2:22][C:23](Cl)=[O:24]>C(Cl)Cl.O>[Cl:21][CH2:22][C:23]([N:4]1[C:5]2[C:10](=[CH:9][CH:8]=[C:7]([C:11]#[N:12])[CH:6]=2)[C:2]([CH3:13])([CH3:1])[CH2:3]1)=[O:24]

参加物

6

反応物 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 107023412,3-dihydro-3,3-dimethyl-1H-indole-6-carbonitrile

生成物 1

HCID 867240061-(2-Chloroacetyl)-3,3-dimethylindoline-6-carbonitrile収率 78.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 3,3-dimethylindoline-6-carbonitrile (0.35 g, 2.0 mmol) and triethylamine (0.56 mL, 4.0 mmol) in DCM (10 mL) at 0° C. was added chloroacetyl chloride (0.16 mL, 2.0 mmol) dropwise. The reaction was warmed to room temperature and stirred overnight. The reaction mixture was then diluted with water. The organic phase was then separated, dried over magnesium sulfate and concentrated to give the title compound (0.39 g). 1H NMR (CDCl3): 8.47 (s, 1H), 7.40 (d, 1H), 7.24 (d, 1H), 4.14 (s, 2H), 3.94 (s, 2H), 1.42 (s, 6H).

後処理

  1. customThe organic phase was then separated
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-d5f0e16947f44766a9f737d75b2fa2f5
出典データセット
uspto-grants-2015_04
特許番号
US09018214B2

反応ノート

読み込み中…