Water → 2-(3-(2,2-Diethoxyethoxy)phenyl)ethanol

HRID 471019

반응식

HRID 471019 반응식
C(=O)([O-])[O-].[Cs+].[Cs+].[OH:7][CH2:8][CH2:9][C:10]1[CH:11]=[C:12]([OH:16])[CH:13]=[CH:14][CH:15]=1.Br[CH2:18][CH:19]([O:23][CH2:24][CH3:25])[O:20][CH2:21][CH3:22].O>CN(C=O)C>[CH2:21]([O:20][CH:19]([O:23][CH2:24][CH3:25])[CH2:18][O:16][C:12]1[CH:11]=[C:10]([CH2:9][CH2:8][OH:7])[CH:15]=[CH:14][CH:13]=1)[CH3:22]

참가 물질

6

반응물 4

HCID 962WaterHCID 10796Cesium carbonateHCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 834043-Hydroxyphenethyl alcohol

생성물 1

HCID 579890052-(3-(2,2-Diethoxyethoxy)phenyl)ethanol

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

Caesium carbonate (8.84 g) was added to a solution of 3-(2-hydroxyethyl)phenol (2.5 g) and 2-bromo-1,1-diethoxyethane (3.74 g) in DMF (50 mL), and the resulting mixture was stirred at 90° C. overnight, then allowed to cool. The mixture was poured into water and extracted three times with ethyl acetate. The combined extracts were washed with water and brine, then dried over anhydrous sodium sulphate and purified by flash chromatography on silica eluted with a gradient of diethyl ether in isohexane to afford the subtitled compound as a pale yellow oil. Yield 3.0 g.

후처리

  1. temperatureto cool
  2. extractionextracted three times with ethyl acetate
  3. washThe combined extracts were washed with water and brine
  4. dry with materialdried over anhydrous sodium sulphate
  5. custompurified by flash chromatography on silica
  6. washeluted with a gradient of diethyl ether in isohexane

출처 및 근거

ORD 기록
ord-5b0a4bcb40b04ba987c3e8d067d1aeaf
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629271B2

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