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

HRID 274070노트

반응식

HRID 274070 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-4c42e856020f45208d46d1dfde9c6920
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05387710

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