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

HRID 414062ノート

反応式

HRID 414062 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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)]

出典と根拠

ORDレコード
ord-5d618ad74303402c9e9de1d28ea5a5e4
出典データセット
uspto-grants-1988_12
特許番号
US04789675

反応ノート

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