Sodium Bisulfate → 2-Chloro-3-(trifluoromethyl)benzyl alcohol

HRID 397829ノート

反応式

HRID 397829 の反応式
[BH4-].[Na+].[Cl:3][C:4]1[C:11]([C:12]([F:15])([F:14])[F:13])=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=[O:7].S([O-])(O)(=O)=O.[Na+]>C(Cl)Cl.CC(O)C.O>[Cl:3][C:4]1[C:11]([C:12]([F:14])([F:15])[F:13])=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6][OH:7]

参加物

7

反応物 3

HCID 516919Sodium BisulfateHCID 27366722-Chloro-3-(trifluoromethyl)benzaldehydeHCID 4311764Sodium borohydride

生成物 1

HCID 27781082-Chloro-3-(trifluoromethyl)benzyl alcohol収率 92.9%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3776Isopropanol溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

Sodium borohydride (2.54 g, 67.1 mmol) was added to a solution of 2-chloro-3-(trifluoromethyl)benzaldehyde (purchased at Interchim, cat. # 21117, 10.0 g, 47.9 mmol) in a mixture of DCM (40 ml) and 2-propanol (20 ml), while the mixture was cooled with a water bath. The reaction mixture was stirred for 16 hours at room temperature. At 0° C., a 10% aqueous solution of sodium hydrogensulphate (20 ml) was added dropwise. The reaction mixture was diluted with DCM (100 ml) and water (100 ml). The phases were separated. The organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate (100 ml) and dried over magnesium sulphate. The solvent was removed in vacuo to give 9.37 g of crude (2-chloro-3-(trifluoromethyl)phenyl)methanol, which was used for the next step without further purification.

後処理

  1. temperaturewas cooled with a water bath
  2. customThe phases were separated
  3. washThe organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate (100 ml)
  4. dry with materialdried over magnesium sulphate
  5. customThe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-3eca8dfac2d24514a271c24ebfa8e05f
出典データセット
uspto-grants-2003_08
特許番号
US06610721B2

反応ノート

読み込み中…