Tetrahydrofuran → 1-Bromo-4-fluoro-2,5-bis[(1-methoxy-1-methylethoxy)methyl]benzene

HRID 221919노트

반응식

HRID 221919 반응식
[Br:1][C:2]1[CH:7]=[C:6]([CH2:8][OH:9])[C:5]([F:10])=[CH:4][C:3]=1[CH2:11][OH:12].[CH3:13][O:14][C:15]([CH3:17])=[CH2:16].[C:18](=[O:21])([O-])O.[Na+].O1C[CH2:26][CH2:25][CH2:24]1>C1(C)C=CC(S(O)(=O)=O)=CC=1>[Br:1][C:2]1[CH:7]=[C:6]([CH2:8][O:9][C:15]([CH3:17])([O:14][CH3:13])[CH3:16])[C:5]([F:10])=[CH:4][C:3]=1[CH2:11][O:12][C:25]([O:21][CH3:18])([CH3:26])[CH3:24]

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 83002-MethoxypropeneHCID 516892Sodium BicarbonateHCID 59278999(2-Bromo-5-fluoro-4-hydroxymethylphenyl)-methanol

생성물 1

HCID 594887661-Bromo-4-fluoro-2,5-bis[(1-methoxy-1-methylethoxy)methyl]benzene수율 97%

시약·촉매·용매 1

HCID 6101p-Toluenesulfonic acid촉매

실험 절차

(2-Bromo-5-fluoro-4-hydroxymethylphenyl)-methanol (71.3 mg, 0.303 mmol) was dissolved in tetrahydrofuran (1 mL), and 2-methoxypropene (214.7 mg, 2.97 mmol) was added thereto. The resultant mixture was cooled to 0° C., and then p-toluenesulfonic acid (1.0 mg. 0.0029 mmol) was added thereto. This mixture was stirred for 40 minutes, and then saturated aqueous sodium hydrogen carbonate was added. The resultant mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and then concentrated under reduced pressure, to thereby obtain the titled compound (111.7 mg, 97%).

후처리

  1. extractionThe resultant mixture was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-c6bb24346a804e0f93bba34cd9f536cb
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08207134B2

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