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

HRID 1014007노트

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HRID 1014007 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-4627b0ca70a0458fb5d4e0ad19cfadce
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07982044B2

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