Sodium Hydroxide → 1-Methylindolin-5-amine

HRID 450045

反応式

HRID 450045 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 226371221-Methylindolin-5-amine収率 72%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5515e6a14d3c4016a2ecc43e42f43aa8
出典データセット
uspto-grants-2013_07
特許番号
US08486962B2

関連ノート

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