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

HRID 1881031

반응식

HRID 1881031 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-433c86b8941f4392817fff1c676c568f
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318781B2

연결된 노트

불러오는 중…