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

HRID 1015754노트

반응식

HRID 1015754 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 119895722-(Oxolan-2-yl)ethan-1-ol용매

반응 조건

온도
60 °C

실험 절차

(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).

후처리

  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

출처 및 근거

ORD 기록
ord-13fad13ac7e140af98a44164f2270c2d
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07985862B2

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