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

HRID 1475409노트

반응식

HRID 1475409 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-d5f0e16947f44766a9f737d75b2fa2f5
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018214B2

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