Sodium Hydroxide → HCID 53794087、化合物

HRID 894467ノート

反応式

HRID 894467 の反応式
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

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 12928524HCID 12928524、化合物HCID 178418361HCID 178418361、化合物

生成物 1

HCID 53794087HCID 53794087、化合物

試薬・触媒・溶媒 2

HCID 23219155Palladium hydrate触媒HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f21867134f084352828f2449a19e630e
出典データセット
uspto-grants-1981_08
特許番号
US04284555

反応ノート

読み込み中…