Lithium aluminum hydride → (2S,4R)-4-Phenyl-2-pyrrolidinemethanol

HRID 504386노트

반응식

HRID 504386 반응식
[AlH4-].[Li+].[C:3]1([C@@H:9]2[CH2:13][NH:12][C@H:11]([C:14](OC)=[O:15])[CH2:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>O1CCCC1>[C:3]1([C@@H:9]2[CH2:13][NH:12][C@H:11]([CH2:14][OH:15])[CH2:10]2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

참가 물질

4

반응물 2

HCID 28112Lithium aluminum hydrideHCID 14102971HCID 14102971, 화합물

생성물 1

HCID 57368261(2S,4R)-4-Phenyl-2-pyrrolidinemethanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Lithium tetrahydroaluminate in tetrahydrofuran (1.00 M, 1.00 mL) was added to methyl (2S,4R)-4-phenylpyrrolidine-2-carboxylate (103.0 mg, 0.0005018 mol) in tetrahydrofuran (3.00 mL, 0.0370 mol) at 0° C. Then the ice-water bath was removed and the reaction mixture was stirred at rt for 1 h and was quenched with brine (1 mL). The resulting mixture was extracted with ethyl acetate (2×2 mL). The combined organic layer was washed with brine, dried over Na2SOa, filtered, and concentrated under reduced pressure to give the desired product which was directly used in the next step without further purification.

후처리

  1. customThen the ice-water bath was removed
  2. customwas quenched with brine (1 mL)
  3. extractionThe resulting mixture was extracted with ethyl acetate (2×2 mL)
  4. washThe combined organic layer was washed with brine
  5. customdried over Na2SOa
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-2557833c57054da28907f43f4855bd61
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776874B2

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