Water → 3,3,5,7-Tetramethyl-2,3-dihydro-1H-indene-4,6-diamine

HRID 1358906ノート

反応式

HRID 1358906 の反応式
[N+:1]([C:4]1[C:5]([CH3:19])=[C:6]2[C:10](=[C:11]([N+:14]([O-])=O)[C:12]=1[CH3:13])[C:9]([CH3:18])([CH3:17])[CH2:8][CH2:7]2)([O-])=O.O>CO.[Pd]>[NH2:1][C:4]1[C:5]([CH3:19])=[C:6]2[C:10](=[C:11]([NH2:14])[C:12]=1[CH3:13])[C:9]([CH3:17])([CH3:18])[CH2:8][CH2:7]2

参加物

5

反応物 2

HCID 962WaterHCID 181793411,1,4,6-Tetramethyl-5,7-dinitro-2,3-dihydro-1H-indene

生成物 1

HCID 181793183,3,5,7-Tetramethyl-2,3-dihydro-1H-indene-4,6-diamine収率 92.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

反応条件

温度
55 °C

実験手順

175 g (0.662 mol) of the resulted 5,7-dinitro-1,1,4,6-tetramethylindan was dissolved in 500 g of methanol, 17.5 g (50% water content) of 5%-Pd/C was added, then, the mixture was stirred for 84 hours at 50 to 60° C. under a hydrogen atmosphere. After completion of the reaction, the mixture was filtrated and filtrate was concentrated under reduced pressure. The resulted residue was distilled under reduced pressure to obtain 5,7-diamino-1,1,4,6-tetramethyl-indan as a pale yellow crystal. The yielded amount was 124 g (yield: 92.1%), the melting point was 77 to 78.5° C., and the boiling point was 148 to 150° C. (339 Pa).

後処理

  1. customAfter completion of the reaction
  2. filtrationthe mixture was filtrated
  3. concentrationfiltrate was concentrated under reduced pressure
  4. distillationThe resulted residue was distilled under reduced pressure

出典と根拠

ORDレコード
ord-76301bff213945b490d0dd14ed2d51f0
出典データセット
uspto-grants-2003_07
特許番号
US06599675B2

反応ノート

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