Triethylamine → Ethyl 4-(2-methoxycarbonylvinyl)-3-nitrobenzoic acid

HRID 1712267노트

반응식

HRID 1712267 반응식
Cl[CH:2]([C:18]([O:20][CH3:21])=[O:19])[CH2:3][C:4]1[CH:14]=[CH:13][C:7]([C:8]([O:10]CC)=[O:9])=[CH:6][C:5]=1[N+:15]([O-:17])=[O:16].[CH2:22](N(CC)CC)[CH3:23]>O1CCCC1>[CH2:22]([C:6]1[C:5]([N+:15]([O-:17])=[O:16])=[C:4]([CH:3]=[CH:2][C:18]([O:20][CH3:21])=[O:19])[CH:14]=[CH:13][C:7]=1[C:8]([OH:10])=[O:9])[CH3:23]

참가 물질

4

반응물 2

HCID 8471TriethylamineHCID 15091479Ethyl 4-(2-chloro-2-methoxycarbonylethyl)-3-nitrobenzoate

생성물 1

HCID 68501280Ethyl 4-(2-methoxycarbonylvinyl)-3-nitrobenzoic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The solution of 3.20 g of ethyl 4-(2-chloro-2-methoxycarbonylethyl)-3-nitrobenzoate in 130 ml of tetrahydrofuran is admixed with 6.46 ml of triethylamine and stirred at reflux over 18 hours. The reaction mixture is cooled, poured onto water (300 ml) and extracted with tert-butyl methyl ether (2×300 ml). The organic phases are washed successively with water (2×300 ml) and brine (150 ml), dried over sodium sulphate, filtered and concentrated by evaporation. The crude title compound is obtained as a slightly yellowish solid from the residue. Rf=0.30 (1:2 EtOAc-heptane). Rt=4.50.

후처리

  1. temperatureat reflux over 18 hours
  2. temperatureThe reaction mixture is cooled
  3. additionpoured onto water (300 ml)
  4. extractionextracted with tert-butyl methyl ether (2×300 ml)
  5. washThe organic phases are washed successively with water (2×300 ml) and brine (150 ml)
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-af588ccb59e74ceaafefe01be0891e3c
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07790715B2

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