Benzoyl chloride → 2-Pyrrolidinemethanol, 1-benzoyl-, (2S)-

HRID 35865

반응식

HRID 35865 반응식
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[NH:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[CH2:21][OH:22]>CC(C)=O.O>[C:1]([N:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[CH2:21][OH:22])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 7412Benzoyl chlorideHCID 10340Sodium CarbonateHCID 640091L-Prolinol

생성물 1

HCID 128307942-Pyrrolidinemethanol, 1-benzoyl-, (2S)-

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

실험 절차

Benzoyl chloride (18.5 ml) and an aqueous (50 ml) solution of sodium carbonate (17.0 g) were added dropwise to a solution of (S)-2-pyrrolidinemethanol (12.0 g) in a mixture of acetone (70 ml) and water (14 ml). After addition, the reaction mixture was stirred for 30 mins at room temperature. The reaction mixture was filtered. Water was added to the filtrate. The mixture was extracted with methylene chloride. The extract was washed, dried and evaporated. The residue was purified by column chromatography on silica-gel (hexane-EtOAc) to give the title compound (24.1 g) having the following physical data:

후처리

  1. additionAfter addition
  2. filtrationThe reaction mixture was filtered
  3. additionWater was added to the filtrate
  4. extractionThe mixture was extracted with methylene chloride
  5. washThe extract was washed
  6. customdried
  7. customevaporated
  8. customThe residue was purified by column chromatography on silica-gel (hexane-EtOAc)

출처 및 근거

ORD 기록
ord-ed414c5c13be4a11aef872711a802b71
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05411974

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