Hydrochloric Acid → 3-Fluoro-4-(trifluoromethyl)benzyl alcohol

HRID 1610300ノート

反応式

HRID 1610300 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([F:14])([F:13])[F:12])[C:5](O)=[O:6].B.Cl>O1CCCC1>[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([F:12])([F:13])[F:14])[CH2:5][OH:6]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 6331BoraneHCID 6882933-Fluoro-4-(trifluoromethyl)benzoic acid

生成物 1

HCID 27375623-Fluoro-4-(trifluoromethyl)benzyl alcohol収率 104.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 3-fluoro-4-(trifluoromethyl)benzoic acid (10.5 g, 50.7 mmol) in tetrahydrofuran (30 ml) was added a 1M tetrahydrofuran solution of borane (63 ml, 63 mmol) and the mixture was stirred at room temperature for 8 hrs. 1N Hydrochloric acid (100 ml) was added to the reaction solution and the mixture was extracted with ethyl acetate (300 ml×2). The extract was washed with saturated brine, dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to give 3-fluoro-4-(trifluoromethyl)benzyl alcohol (10.3 g, purity 90%, 94%).

後処理

  1. extractionthe mixture was extracted with ethyl acetate (300 ml×2)
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customevaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate)

出典と根拠

ORDレコード
ord-1f68f59f5653417b8f755c84fc72525a
出典データセット
uspto-grants-2006_01
特許番号
US06982348B2

反応ノート

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