4-Methylmorpholine → 2-(1-Pyrrolidinyl)carbonyl-1-benzylpyrrolidine

HRID 369882노트

반응식

HRID 369882 반응식
[CH2:1]([N:8]1[CH2:15][CH2:14][CH2:13][C@H:9]1[C:10]([OH:12])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[N:17]1[CH2:22][CH2:21]O[CH2:19][CH2:18]1.ClC(OCC(C)C)=O.N1CCCC1>ClCCl>[N:17]1([C:10]([CH:9]2[CH2:13][CH2:14][CH2:15][N:8]2[CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:12])[CH2:22][CH2:21][CH2:19][CH2:18]1

참가 물질

6

반응물 4

HCID 79724-MethylmorpholineHCID 31268PyrrolidineHCID 62365Isobutyl chloroformateHCID 728719N-Benzyl-L-proline

생성물 1

HCID 232826462-(1-Pyrrolidinyl)carbonyl-1-benzylpyrrolidine수율 53.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 1-benzyl-L-proline (50 g) in dichloromethane (300 ml) is cooled with ice. To the solution is added N-methylmorpholine (22.5 g), and then further thereto is added dropwise isobutyl chloroformate (30 g). The mixture is stirred at the same temperature for about one hour, and thereto is added dropwise pyrrolidine (18.8 ml) at the same temperature. The mixture is warmed to room temperature, and stirred for two days. The mixture is washed twice with water (250 ml), and dried over magnesium sulfate. The mixture is concentrated under reduced pressure, and the residue is recrystallized from ethyl acetate-n-hexane to give 2-(1-pyrrolidinyl)carbonyl-1-benzylpyrrolidine (31 g), as white powder.

후처리

  1. stirringstirred for two days
  2. washThe mixture is washed twice with water (250 ml)
  3. dry with materialdried over magnesium sulfate
  4. concentrationThe mixture is concentrated under reduced pressure
  5. customthe residue is recrystallized from ethyl acetate-n-hexane

출처 및 근거

ORD 기록
ord-520efe8c1c574273821a2b313e60c990
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06140330

반응 노트

불러오는 중…