Water → [3-(2-Fluoroethoxymethyl)-5-methoxyphenyl]methanol

HRID 1698720노트

반응식

HRID 1698720 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][OH:12])[CH:6]=[C:7]([CH2:9][OH:10])[CH:8]=1.[H-].[Na+].[F:15][CH2:16][CH2:17]I.O>CN(C=O)C.C(OCC)(=O)C>[F:15][CH2:16][CH2:17][O:12][CH2:11][C:5]1[CH:6]=[C:7]([CH2:9][OH:10])[CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 69804Ethane, 1-fluoro-2-iodo-HCID 4114928(3-(Hydroxymethyl)-5-methoxyphenyl)methanol

생성물 1

HCID 59517408[3-(2-Fluoroethoxymethyl)-5-methoxyphenyl]methanol수율 11.4%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 1 g of 5-methoxy-1,3-benzenedimethanol in 10 ml of DMF there was added 238 mg of sodium hydride (60% oily suspension) at 0° C. After stirring at room temperature for 30 minutes, 1.04 g of 1-fluoro-2-iodoethane was added and the mixture was stirred at room temperature for 22 hours. Water was added to the reaction mixture and extraction was performed with ethyl acetate. The organic layer was washed with water and saturated brine, and then dried over anhydrous sodium sulfate. The desiccating agent was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-heptane) to give the title compound (145 mg) as a colorless oil.

후처리

  1. stirringthe mixture was stirred at room temperature for 22 hours
  2. washThe organic layer was washed with water and saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationThe desiccating agent was filtered off
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate-heptane)

출처 및 근거

ORD 기록
ord-afad464da59c498b8cd91fbd8012775a
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163787B2

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