2-Bromotoluene → Ethyl 1-benzylpiperidine-4-carboxylate

HRID 22282

반응식

HRID 22282 반응식
[NH:1]1[CH2:11][CH2:10][CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH2:3][CH2:2]1.Br[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:19].C(N(CC)CC)C>C(Cl)Cl>[CH2:19]([N:1]1[CH2:2][CH2:3][CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH2:10][CH2:11]1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:13]=1

참가 물질

5

반응물 3

HCID 72362-BromotolueneHCID 8471TriethylamineHCID 70770Ethyl 4-piperidinecarboxylate

생성물 1

HCID 90423Ethyl 1-benzylpiperidine-4-carboxylate수율 88.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of ethyl isonipecotate (69.25 g, 0.441 mol). -bromotoluene (75.44 g, 52.4 ml, 0.441 mol) and triethylamine (44.74 g, 61.5 ml, 0.441 mol) in 1000 ml methylene chloride was stirred at r.t. for 20 hr. The mixture was washed with brine and the organic layer was separated, dried and concentrated to give 97.016 g of ethyl 1-benzylpiperidine-4-carboxylate as a yellow oil. HNMR (CDCl)δ 1.2(t, 3H), 1.6-1.9 (m, 4H), 2.0 (dt, 2H), 2.2-2.3 (m, 1H), 2.85 (m, 2H), 3.5 (s, 2H), 4.1 (q, 2H), 7.2-7.36 (m, 5H) ppm.

후처리

  1. washThe mixture was washed with brine
  2. customthe organic layer was separated
  3. customdried
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-81b691db5e8646d4bddd26ad65d6a6b9
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428043

연결된 노트

불러오는 중…