2-Nitrophenol → Methyl 5-bromo-2-(2-nitrophenoxy)valerate

HRID 414062노트

반응식

HRID 414062 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].Br[CH:18]([CH2:23][CH2:24][CH2:25][Br:26])[C:19]([O:21][CH3:22])=[O:20]>CN(C)C=O>[Br:26][CH2:25][CH2:24][CH2:23][CH:18]([O:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])[C:19]([O:21][CH3:22])=[O:20]

참가 물질

5

반응물 3

HCID 69472-NitrophenolHCID 11430Potassium CarbonateHCID 10912698Methyl 2,5-dibromopentanoate

생성물 1

HCID 21282573Methyl 5-bromo-2-(2-nitrophenoxy)valerate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 2-nitrophenol (0.7 g), powdery potassium carbonate (0.7 g), methyl 2,5-dibromovalerate (1.37 g) and dimethylformamide (10 ml) was stirred at room temperature for 4 hours, to which was added ice-water, followed by extraction with ether. The ether layer was washed with water and dried (MgSO4), then the solvent was distilled off. The residue was purified by means of silica gel chromatography [eluted with hexane-ethyl acetate (1:4)] to obtain methyl 5-bromo-2-(2-nitrophenoxy)valerate as an oily product. The yield was 1.30 g (77.8%).

후처리

  1. extractionfollowed by extraction with ether
  2. washThe ether layer was washed with water
  3. dry with materialdried (MgSO4)
  4. distillationthe solvent was distilled off
  5. customThe residue was purified by means of silica gel chromatography [eluted with hexane-ethyl acetate (1:4)]

출처 및 근거

ORD 기록
ord-5d618ad74303402c9e9de1d28ea5a5e4
출처 데이터셋
uspto-grants-1988_12
특허 번호
US04789675

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