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

HRID 23954노트

반응식

HRID 23954 반응식
[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

참가 물질

7

반응물 3

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

생성물 1

HCID 54421380(R)-2-(4-methoxybenzoylamino)-2-phenylethylamine수율 84%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

(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.

후처리

  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

출처 및 근거

ORD 기록
ord-f617e1f8d1bf48c58b8ab056d9ae01f2
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855715B1

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