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

HRID 1358906노트

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HRID 1358906 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

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온도
55 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-76301bff213945b490d0dd14ed2d51f0
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06599675B2

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