Triethylamine → 1-(4-nitrophenyloxycarbonyl)-1,2,5,6-tetrahydropyridine-3-carboxaldehyde-O-methyloxime

HRID 484334

反応式

HRID 484334 の反応式
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)=[O:3].[CH3:14][O:15][N:16]=[CH:17][C:18]1[CH2:19][NH:20][CH2:21][CH2:22][CH:23]=1.C(N(CC)CC)C>ClCCl>[CH3:14][O:15][N:16]=[CH:17][C:18]1[CH2:19][N:20]([C:2]([O:4][C:5]2[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=2)=[O:3])[CH2:21][CH2:22][CH:23]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 821294-Nitrophenyl chloroformateHCID 1973131,2,5,6-Tetrahydropyridine-3-carboxaldehyde-O-methyloxime

生成物 1

HCID 30728631-(4-nitrophenyloxycarbonyl)-1,2,5,6-tetrahydropyridine-3-carboxaldehyde-O-methyloxime収率 95%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 97% 4-nitrophenyl chloroformate (1.5 g, 7.22 mmoles) in dichloromethane (15 mL) was added at 0° C. to a stirred solution of 1,2,5,6-tetrahydropyridine-3-carboxaldehyde-O-methyloxime (0.92 g, 6.6 mmoles) and triethylamine (0.92 mL, 6.6 mmoles) in dichloromethane (20 mL). The reaction mixture was then stirred at room temperature for 20 minutes, the solvent was evaporated and the residue was partitioned between water and ethyl acetate. The organic layer was dried (Na2SO4) and evaporated. The solid was recrystallized from benzene-cyclohexane to give 1.9 g (95%) of the desired product with mp 109°-110° C.

後処理

  1. customthe solvent was evaporated
  2. customthe residue was partitioned between water and ethyl acetate
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. customevaporated
  5. customThe solid was recrystallized from benzene-cyclohexane

出典と根拠

ORDレコード
ord-fd4c77fa32594158be7a2ba968f393e8
出典データセット
uspto-grants-1993_07
特許番号
US05231107

関連ノート

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