Lithium borohydride → [2-(Cyclopentylsulfonyl)phenyl]methanol

HRID 1015754ノート

反応式

HRID 1015754 の反応式
[CH:1]1([S:6]([C:9]2[CH:18]=[CH:17][CH:16]=[CH:15][C:10]=2[C:11](OC)=[O:12])(=[O:8])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[BH4-].[Li+]>O1CCCC1CCO>[CH:1]1([S:6]([C:9]2[CH:18]=[CH:17][CH:16]=[CH:15][C:10]=2[CH2:11][OH:12])(=[O:8])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 4148881Lithium borohydrideHCID 66877458Methyl 2-(cyclopentylsulfonyl)benzoate

生成物 1

HCID 66877106[2-(Cyclopentylsulfonyl)phenyl]methanol収率 84.4%

試薬・触媒・溶媒 1

HCID 119895722-(Oxolan-2-yl)ethan-1-ol溶媒

反応条件

温度
60 °C

実験手順

(Step 2) To a solution of methyl 2-(cyclopentylsulfonyl)benzoate obtained in Step 1 (4.1 g) in tetrahydrofuran-ethanol (100 ml+10 ml) was added lithium borohydride (500 mg) at 0° C. The mixture was stirred at 60° C. for 3 hr, quenched with 1N hydrochloric acid, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate, and filtered. The solvent was evaporated under reduced pressure to give [2-(cyclopentylsulfonyl)phenyl]methanol (3.1 g).

後処理

  1. customquenched with 1N hydrochloric acid
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-13fad13ac7e140af98a44164f2270c2d
出典データセット
uspto-grants-2011_07
特許番号
US07985862B2

反応ノート

読み込み中…