Sodium Hydroxide → HCID 53794087, 화합물

HRID 894467노트

반응식

HRID 894467 반응식
Cl[C:2]1[C:19]([O:20][CH3:21])=[CH:18][C:5]2[C@H:6]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:7][N:8]([CH3:11])[CH2:9][CH2:10][C:4]=2[CH:3]=1.[OH-].[Na+].[H][H]>C(O)C.O.[Pd]>[CH3:21][O:20][C:19]1[CH:2]=[CH:3][C:4]2[CH2:10][CH2:9][N:8]([CH3:11])[CH2:7][C@@H:6]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:5]=2[CH:18]=1

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 12928524HCID 12928524, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 53794087HCID 53794087, 화합물

시약·촉매·용매 2

HCID 23219155Palladium hydrate촉매HCID 702Ethanol용매

실험 절차

Hydrogenate a solution of 21.10 g (0.07 moles) of (S)-7-chloro-8-methoxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1-H-3-benzazepine (e.g. obtained as described in Example 1, step D) 3.30 g (0.0825 moles) of sodium hydroxide in 300 ml of 95% ethanol at room temperature and at 4.2 kg/cm2 (=60 psi), with 1.70 g of 20% palladium hydroxide-on-carbon until the theoretical amount of hydrogen is consumed. Remove the catalyst and concentrate the filtrate to dryness on a steam bath at about 100 mm. Stir the residue with a mixture of 100 ml of water and 150 ml of ethyl ether to total dissolution. Separate the ether layer, dry over anhydrous sodium sulfate, and evaporate to dryness. Crystallize the residue from hexane to obtain analytically pure (S)-8-methoxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine, m.p. 50°-51° C., [α]D26 =+51.8° (c=1, ethanol).

후처리

  1. customRemove the catalyst
  2. concentrationconcentrate the filtrate to dryness on a steam bath at about 100 mm
  3. additionwith a mixture of 100 ml of water and 150 ml of ethyl ether
  4. dissolutiondissolution
  5. customSeparate the ether layer
  6. dry with materialdry over anhydrous sodium sulfate
  7. customevaporate to dryness
  8. customCrystallize the residue from hexane

출처 및 근거

ORD 기록
ord-f21867134f084352828f2449a19e630e
출처 데이터셋
uspto-grants-1981_08
특허 번호
US04284555

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