Sodium Hydroxide → 1-Methylindolin-5-amine

HRID 450045

반응식

HRID 450045 반응식
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([N+:11]([O-])=O)=[CH:8][CH:9]=2)[CH2:4][CH2:3]1.[OH-].[Na+]>C(OCC)(=O)C>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([NH2:11])=[CH:8][CH:9]=2)[CH2:4][CH2:3]1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 1677381H-Indole, 2,3-dihydro-1-methyl-5-nitro-

생성물 1

HCID 226371221-Methylindolin-5-amine수율 72%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 1-methyl-5-nitro-2,3-dihydro-1H-indole (0.2 g, 1.13 mmol) in ethyl acetate (12 ml) was added stannous chloride dihydrate (1.26 g, 5.6 mmol) and the reaction mixture was stirred overnight at room temperature. The reaction was then neutralized with aqueous sodium hydroxide solution. The organic layer was separated, washed with water, dried, and then concentrated to oil. The crude compound was purified by column chromatography over silica gel using ethyl acetate/pet ether (1:1) as eluent to give 1-methyl-2,3-dihydro-1H-indol-5-ylamine (0.12 g, 72%) as solid.

후처리

  1. customThe organic layer was separated
  2. washwashed with water
  3. customdried
  4. concentrationconcentrated to oil
  5. customThe crude compound was purified by column chromatography over silica gel

출처 및 근거

ORD 기록
ord-5515e6a14d3c4016a2ecc43e42f43aa8
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486962B2

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