Sodium Bicarbonate → 1-amino-2,3-dihydro-4,6-dimethyl-7-hydroxy-2-phenyl-1H-indene

HRID 345135

반응식

HRID 345135 반응식
[CH3:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([OH:12])=[C:7]2[C:3]=1[CH2:4][CH:5]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:6]2=[N:13]O.[H][H].C(=O)(O)[O-].[Na+]>C(O)(=O)C.O.[Pt]=O>[NH2:13][CH:6]1[C:7]2[C:3](=[C:2]([CH3:1])[CH:10]=[C:9]([CH3:11])[C:8]=2[OH:12])[CH2:4][CH:5]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

참가 물질

7

반응물 3

HCID 516892Sodium BicarbonateHCID 1363428322,3-dihydro-4,6-dimethyl-7-hydroxy-2-phenyl-1H-inden-1-one oximeHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 140303341-amino-2,3-dihydro-4,6-dimethyl-7-hydroxy-2-phenyl-1H-indene

시약·촉매·용매 3

HCID 82844Platinum oxide (PtO)촉매HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

3.00 Grams of 2,3-dihydro-4,6-dimethyl-7-hydroxy-2-phenyl-1H-inden-1-one oxime was dissolved in 55 ml of glacial acetic acid, and this solution was subjected to catalytic hydrogenation in the presence of 0.3 g of platinum oxide at room temperature under 4 atmospheric hydrogen gas pressude. The hydrogenation was terminated at the point when the stoichiometric amount of hydrogen was absorbed. The catalyst was removed by filtration and the filtrate thus obtained was concentrated. The residue thus obtained was dissolved in water and the pH of this solution was adjusted to about pH 8 by adding an aqueous solution of sodium bicarbonate, then extracted with 200 ml of chloroform. The chloroform extract was washed with water, dried with anhydrous magnesium sulfate, then concentrated under a reduced pressure. Recrystallized from ethanol to obtain 0.24 g of 1-amino-2,3-dihydro-4,6-dimethyl-7-hydroxy-2-phenyl-1H-indene. Colorless needle-like crystals. Melting point: 135°-136° C.

후처리

  1. customThe hydrogenation was terminated at the point when the stoichiometric amount of hydrogen
  2. customwas absorbed
  3. customThe catalyst was removed by filtration
  4. customthe filtrate thus obtained
  5. concentrationwas concentrated
  6. customThe residue thus obtained
  7. extractionextracted with 200 ml of chloroform
  8. extractionThe chloroform extract
  9. washwas washed with water
  10. dry with materialdried with anhydrous magnesium sulfate
  11. concentrationconcentrated under a reduced pressure
  12. customRecrystallized from ethanol

출처 및 근거

ORD 기록
ord-4ccb95ee66a448edb815f76c73aeda7c
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05055474

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