Benzylamine → N-[6-[3-(2-Pyridinyl)propoxy]hexyl]benzenemethanamine

HRID 1088709노트

반응식

HRID 1088709 반응식
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.[CH2:18]([NH2:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[N:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH2:11][CH2:10][CH2:9][O:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:25][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

3

반응물 2

HCID 7504BenzylamineHCID 221617422-[3-[(6-Bromohexyl)oxy]propyl]pyridine

생성물 1

HCID 22161747N-[6-[3-(2-Pyridinyl)propoxy]hexyl]benzenemethanamine

실험 절차

2-[3-[(6-Bromohexyl)oxy]propyl]pyridine (17.0 g) was added to benzylamine (50 ml) at 140° under nitrogen. After 1 h at 140° the reaction mixture was cooled and partitioned between 2N sodium hydroxide (250 ml) and ether (250 ml). The organic layer was washed with water and brine, dried and concentrated to a yellow oil. The excess benzylamine was removed by distillation to give the title compound as a yellow oil (18.5 g), t.l.c. (System A 80:20:2) Rf 0.42.

후처리

  1. temperatureAfter 1 h at 140° the reaction mixture was cooled
  2. custompartitioned between 2N sodium hydroxide (250 ml) and ether (250 ml)
  3. washThe organic layer was washed with water and brine
  4. customdried
  5. concentrationconcentrated to a yellow oil
  6. customThe excess benzylamine was removed by distillation

출처 및 근거

ORD 기록
ord-8f816e48f65d4adcb039330ec9a6cb50
출처 데이터셋
uspto-grants-1990_10
특허 번호
US04963564

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