Aluminum(III) Chloride → trans-1-Benzoyl-4-phenyl-l-proline

HRID 1165972노트

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HRID 1165972 반응식
[Cl-].[Cl-].[Cl-].[Al+3].[C:5]([N:13]1[CH2:20][C@@H:19](OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:18][C@H:14]1[C:15]([OH:17])=[O:16])(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C1C=CC=CC=1>[C:5]([N:13]1[CH2:20][C@H:19]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH2:18][C@H:14]1[C:15]([OH:17])=[O:16])(=[O:12])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

참가 물질

4

반응물 2

HCID 6451240Aluminum(III) ChlorideHCID 53847232(cis)-1-benzoyl-4-tosyloxy-L-proline

생성물 1

HCID 46864073trans-1-Benzoyl-4-phenyl-l-proline

시약·촉매·용매 1

HCID 241Benzene용매

반응 조건

온도
0 °C

실험 절차

To a dry flask was added aluminum trichloride (58 mg, 0.435 mmole) and benzene (3 ml). While stirring under argon, (cis)-1-benzoyl-4-tosyloxy-L-proline (50 mg, 0.128 mmole) was added. After further stirring overnight, the reaction was cooled to 0° C. and quenched with 1N HCl. The resulting mixture was extracted with ethyl acetate and the organic extracts were washed with brine, dried, and concentrated in vacuo. The residue consisted of:

후처리

  1. stirringAfter further stirring overnight
  2. customquenched with 1N HCl
  3. extractionThe resulting mixture was extracted with ethyl acetate
  4. washthe organic extracts were washed with brine
  5. customdried
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-a18c09f3d7dd49a59ba6e1fe620710c6
출처 데이터셋
uspto-grants-1990_03
특허 번호
US04912231

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