Dichloromethane → (R)-2-(4-methoxybenzoylamino)-2-phenylethylamine

HRID 23954ノート

反応式

HRID 23954 の反応式
[CH3:1][O:2][C:3]1[CH:22]=[CH:21][C:6]([C:7]([NH:9][C@H:10]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:11][N:12]=[N+]=[N-])=[O:8])=[CH:5][CH:4]=1.C(Cl)Cl.C(OCC)(=O)C>[Pd].C1COCC1.CO>[CH3:1][O:2][C:3]1[CH:22]=[CH:21][C:6]([C:7]([NH:9][C@H:10]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:11][NH2:12])=[O:8])=[CH:5][CH:4]=1

参加物

7

反応物 3

HCID 6344DichloromethaneHCID 8857Ethyl AcetateHCID 53998160(R)-2-(4-Methoxybenzoylamino)-2-phenylethylazide

生成物 1

HCID 54421380(R)-2-(4-methoxybenzoylamino)-2-phenylethylamine収率 84%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

(R)-2-(4-methoxybenzoylamino)-2-phenylethyl azide (46.3 g) was combined with 10% palladium on carbon in THF (400 mL), methanol (100 mL) and was stirred under a hydrogen atmosphere. Analysis by TLC (70% methylene chloride, ethyl acetate) indicated absence of starting material after stirring overnight. The solution was filtered through diatomaceous earth, rinsed with THF, and evaporated. The resulting solid was recrystallized with ethyl acetate, and dried under vacuum at 60° C. for 1 h to afford 35.4 g (84%) of a white crystalline solid.

後処理

  1. stirringafter stirring overnight
  2. filtrationThe solution was filtered through diatomaceous earth
  3. washrinsed with THF
  4. customevaporated
  5. customThe resulting solid was recrystallized with ethyl acetate
  6. customdried under vacuum at 60° C. for 1 h

出典と根拠

ORDレコード
ord-f617e1f8d1bf48c58b8ab056d9ae01f2
出典データセット
uspto-grants-2005_02
特許番号
US06855715B1

反応ノート

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