Borane;tetrahydrofuran → (2-(Trifluoromethyl)pyrimidin-5-yl)methanol

HRID 1181436ノート

反応式

HRID 1181436 の反応式
[F:1][C:2]([F:13])([F:12])[C:3]1[N:8]=[CH:7][C:6]([C:9](O)=[O:10])=[CH:5][N:4]=1.O1CCCC1.B>O1CCCC1>[OH:10][CH2:9][C:6]1[CH:5]=[N:4][C:3]([C:2]([F:13])([F:12])[F:1])=[N:8][CH:7]=1

参加物

4

反応物 2

HCID 2723981Borane;tetrahydrofuranHCID 105838892-(trifluoromethyl)pyrimidine-5-carboxylic Acid

生成物 1

HCID 24903629(2-(Trifluoromethyl)pyrimidin-5-yl)methanol収率 31.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To an ice-bath cooled solution of 2-(trifluoromethyl)pyrimidine-5-carboxylic acid (Description 118; 2 g, 10.4 mmol) in anhydrous tetrahydrofuran (100 ml) was added dropwise borane tetrahydrofuran complex [1.0M solution in THF] (15.6 ml, 15.6 mmol), after complete addition the mixture was stirred at room temperature for 90 mins. The reaction was quenched by the careful addition of water (2 ml), followed by saturated aqueous K2CO3. The organic layer was separated, and the aqueous phase extracted with Et2O. The combined organics were then washed with water, saturated NaCl, dried over Na2SO4, filtered and evaporated to give the title compound (580 mg, 31%).

後処理

  1. additionafter complete addition the mixture
  2. customThe reaction was quenched by the careful addition of water (2 ml)
  3. customThe organic layer was separated
  4. extractionthe aqueous phase extracted with Et2O
  5. washThe combined organics were then washed with water, saturated NaCl
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-70c0a564fe19457bb2f78c2a0536a2d3
出典データセット
uspto-grants-2007_10
特許番号
US07285563B2

反応ノート

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