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

HRID 22282

反応式

HRID 22282 の反応式
[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

参加物

5

反応物 3

HCID 72362-BromotolueneHCID 8471TriethylamineHCID 70770Ethyl 4-piperidinecarboxylate

生成物 1

HCID 90423Ethyl 1-benzylpiperidine-4-carboxylate収率 88.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-81b691db5e8646d4bddd26ad65d6a6b9
出典データセット
uspto-grants-1995_06
特許番号
US05428043

関連ノート

読み込み中…