Water → 4-(4-(2-Bromoethoxy)phenyl)butanoic acid methyl ester

HRID 1881031

反応式

HRID 1881031 の反応式
[CH3:1][O:2][C:3](=[O:14])[CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1.[Br:15][CH2:16][CH2:17]Br.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[CH3:1][O:2][C:3](=[O:14])[CH2:4][CH2:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:13][CH2:17][CH2:16][Br:15])=[CH:11][CH:12]=1

参加物

6

反応物 4

HCID 962WaterHCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 1409044-(4-Hydroxyphenyl)butanoic acid methyl ester

生成物 1

HCID 251578524-(4-(2-Bromoethoxy)phenyl)butanoic acid methyl ester収率 17%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

4-(4-hydroxyphenyl)butanoic acid methyl ester (2) (2.6 g) from the previous step was dissolved in N,N′-dimethylformamide (30 mL), 1,2-dibromoethane (12.6 g) and potassium carbonate (3.7 g) were added, and stirred at 80° C. for two days. The reaction solution was poured into water, and extracted with ethyl acetate (100 mL). The organic layer was washed with water (50 mL) and saturated sodium chloride solution (50 mL). After drying on anhydrous sodium sulfate, filtration and vacuum concentration, the residue was purified by silica gel flash column chromatography (developing solvent: n-hexane:ethyl acetate=8:1) to give the above-identified compound (676 mg, yield 17%).

後処理

  1. extractionextracted with ethyl acetate (100 mL)
  2. washThe organic layer was washed with water (50 mL) and saturated sodium chloride solution (50 mL)
  3. dry with materialAfter drying on anhydrous sodium sulfate, filtration and vacuum concentration
  4. customthe residue was purified by silica gel flash column chromatography (developing solvent: n-hexane:ethyl acetate=8:1)

出典と根拠

ORDレコード
ord-433c86b8941f4392817fff1c676c568f
出典データセット
uspto-grants-2012_11
特許番号
US08318781B2

関連ノート

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