(2S-trans)-4-cyclohexyl-5-oxo-2-pyrrolidinemethanol → (2S-trans)-4-cyclohexyl-2-pyrrolidinemethanol

HRID 1732125노트

반응식

HRID 1732125 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH:7]1([C@H:13]2[C:17](=O)[NH:16][C@H:15]([CH2:19][OH:20])[CH2:14]2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1>O1CCCC1>[CH:7]1([C@H:13]2[CH2:17][NH:16][C@H:15]([CH2:19][OH:20])[CH2:14]2)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1

참가 물질

4

반응물 2

HCID 13648265(2S-trans)-4-cyclohexyl-5-oxo-2-pyrrolidinemethanolHCID 21226445Aluminium lithium hydride

생성물 1

HCID 13648259(2S-trans)-4-cyclohexyl-2-pyrrolidinemethanol수율 37.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

To a solution of lithium aluminum hydride (0.8 g) in 50 ml of tetrahydrofuran was added (2S-trans)-4-cyclohexyl-5-oxo-2-pyrrolidinemethanol (2.0 g) in 20 ml of tetrahydrofuran. After the addition, the mixture was refluxed for 24 hours, cooled to 0° C., quenched with ethyl acetate followed by saturated sodium sulphate solution, filtered, and the filtrate dried over anhydrous magnesium sulphate. Removal of the solvent followed by crystallization yielded 0.7 g of (2S-trans)-4-cyclohexyl-2-pyrrolidinemethanol as white crystals, melting point 98°-99° C.

후처리

  1. additionAfter the addition
  2. temperaturethe mixture was refluxed for 24 hours
  3. customquenched with ethyl acetate
  4. filtrationfiltered
  5. dry with materialthe filtrate dried over anhydrous magnesium sulphate
  6. customRemoval of the solvent
  7. customfollowed by crystallization

출처 및 근거

ORD 기록
ord-869882e769cd4b929c23c4be5733cb00
출처 데이터셋
uspto-grants-1986_11
특허 번호
US04625038

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