p-Anisoyl chloride → 1-[3-(4-Methoxybenzoylamino)propyl]-4-benzhydrylpiperazine

HRID 280853

반응식

HRID 280853 반응식
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8]([CH:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7][CH2:6]1.C(N(CC)CC)C.[CH3:31][O:32][C:33]1[CH:41]=[CH:40][C:36]([C:37](Cl)=[O:38])=[CH:35][CH:34]=1>C(Cl)(Cl)Cl>[CH3:31][O:32][C:33]1[CH:41]=[CH:40][C:36]([C:37]([NH:1][CH2:2][CH2:3][CH2:4][N:5]2[CH2:6][CH2:7][N:8]([CH:11]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:9][CH2:10]2)=[O:38])=[CH:35][CH:34]=1

참가 물질

5

반응물 3

HCID 7477p-Anisoyl chlorideHCID 8471TriethylamineHCID 137677783-(4-Benzhydryl-1-piperazinyl)-1-propanamine

생성물 1

HCID 133628341-[3-(4-Methoxybenzoylamino)propyl]-4-benzhydrylpiperazine수율 49.8%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of 1-(3-aminopropyl)-4-benzhydrylpiperazine (1.55 g) and triethylamine (0.7 ml) in chloroform (15 ml) was dropwise added p-methoxybenzoyl chloride (0.85 g) at ambient temperature with stirring, which was continued for 20 minutes. The reaction mixture was washed successively with aqueous sodium bicarbonate and water. The organic layer was separated, dried and evaporated in vacuo. The resultant oily product was subjected to column chromatography on silica gel eluting with ethyl acetate. The fractions containing the desired compound were combined and evaporated in vacuo. The residue was crystallized from a mixture of ethyl acetate and hexane to give 1-[3-(4-methoxybenzoylamino)propyl]-4-benzhydrylpiperazine (1.1 g) as white crystals. mp: 126°-128° C.

후처리

  1. customat ambient temperature
  2. washThe reaction mixture was washed successively with aqueous sodium bicarbonate and water
  3. customThe organic layer was separated
  4. customdried
  5. customevaporated in vacuo
  6. additionThe fractions containing the desired compound
  7. customevaporated in vacuo
  8. customThe residue was crystallized from a mixture of ethyl acetate and hexane

출처 및 근거

ORD 기록
ord-45435e028d2149abb3c42f25079f2be1
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04591590

연결된 노트

불러오는 중…