tert-Butyl acrylate → Tert-butyl 5-(3-methoxyphenyl)-4-nitrovalerate

HRID 274070ノート

反応式

HRID 274070 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH2:10][N+:11]([O-:13])=[O:12])[CH:4]=1.[C:14]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])(=[O:17])[CH:15]=[CH2:16].N12CCCN=C1CCCCC2>ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH:10]([N+:11]([O-:13])=[O:12])[CH2:16][CH2:15][C:14]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 15458tert-Butyl acrylateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 14147965HCID 14147965、化合物

生成物 1

HCID 20094814Tert-butyl 5-(3-methoxyphenyl)-4-nitrovalerate収率 76.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 1-methoxy-3-(2-nitroethyl)benzene (22.59 g) and tert-butyl acrylate (15.98 g) in dichloromethane (180 ml) was added a solution of 1,8-diazabicyclo[5.4.0]undec-7-ene (1.90 g) in dichloromethane (45 ml) in an ice bath. After stirring for 18.5 hours at ambient temperature, ice water (70 ml) was added to the solution. The organic layer was separated, washed successively with 1N hydrochloric acid, and brine. The solution was treated with silica gel (70 g) and evaporated in vacuo to give tert-butyl 5-(3-methoxyphenyl)-4-nitrovalerate (29.39 g).

後処理

  1. customThe organic layer was separated
  2. washwashed successively with 1N hydrochloric acid, and brine
  3. additionThe solution was treated with silica gel (70 g)
  4. customevaporated in vacuo

出典と根拠

ORDレコード
ord-4c42e856020f45208d46d1dfde9c6920
出典データセット
uspto-grants-1995_02
特許番号
US05387710

反応ノート

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