p-Chlorophenacyl bromide → 6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine

HRID 586628노트

반응식

HRID 586628 반응식
[CH2:1]([C:8]1[CH2:12][CH2:11][CH2:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:13][C:14]1[CH:23]=[CH:22][C:17]([C:18](=O)[CH2:19]Br)=[CH:16][CH:15]=1.C([O-])(O)=O.[Na+]>CO>[Cl:13][C:14]1[CH:23]=[CH:22][C:17]([C:18]2[C:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[C:8]3[N:9]([CH2:10][CH2:11][CH2:12]3)[CH:19]=2)=[CH:16][CH:15]=1

참가 물질

5

반응물 3

HCID 68303p-Chlorophenacyl bromideHCID 2240185-benzyl-3,4-dihydro-2H-pyrroleHCID 516892Sodium Bicarbonate

생성물 1

HCID 99716566-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine수율 56%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

(according to Laufer et al. J. Med. Chem. 1994, 37, 1894-1897) 2-Benzyl-1-pyrroline (Example 1 a, 19.8 g, 80% strength, 0.1 mol), dissolved in MeOH (300 ml) is treated with 4-chlorophenacyl bromide (23,4 g, 0.1 mol) and then with NaHCO3 (10 g, 0.12 mol) and stirred at RT for 16 h with exclusion of light. Precipitated crystallizate is filtered off with suction and washed with MeOH. 16.4 g (56%) of product are obtained after drying.

후처리

  1. customPrecipitated crystallizate
  2. filtrationis filtered off with suction
  3. washwashed with MeOH

출처 및 근거

ORD 기록
ord-b702cea50b074740a8db945044aa7d56
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06936632B2

반응 노트

불러오는 중…