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

HRID 221919ノート

反応式

HRID 221919 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6101p-Toluenesulfonic acid触媒

実験手順

(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%).

後処理

  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

出典と根拠

ORDレコード
ord-c6bb24346a804e0f93bba34cd9f536cb
出典データセット
uspto-grants-2012_06
特許番号
US08207134B2

反応ノート

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