Acetic Anhydride → N-Acetyl-L-proline

HRID 487073노트

반응식

HRID 487073 반응식
[NH:1]1[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([OH:5])=[O:4].[C:9](OC(=O)C)(=[O:11])[CH3:10]>N1C=CC=CC=1>[C:9]([N:1]1[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([OH:5])=[O:4])(=[O:11])[CH3:10]

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 145742L-Proline

생성물 1

HCID 66141N-Acetyl-L-proline수율 44%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a suspension of L-Pro (247 mg, 2.15 mmol) in pyridine (1 ml) was added acetic anhydride (I ml), and the mixture was stirred at room temperature for 5 min. The solvent was removed in vacuo and the resulting oil was partitioned between ethyl acetate and 1N hydrochloric acid. The organic layer was dried over sodium sulfate, and concentrated, and the resulting solid was recrystallized from ethyl acetate to give N-acetyl-L-proline (167 mg, 44%), a white powder: m.p. 108° C. [lit 115° C. (from CHCl3)99 ]; [α]D25 -171° (c, 0.91, CHCl3) [(lit107 -118° (c, 1, H2O)] Anal. Calcd. for C7H11NO3 : C, 53.49; H, 7.05, N, 8.91. Found: C, 53.57; H, 7.09; N, 8.76.

후처리

  1. customThe solvent was removed in vacuo
  2. customthe resulting oil was partitioned between ethyl acetate and 1N hydrochloric acid
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated
  5. customthe resulting solid was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-7e3aaae89ad547299f6feb8befed11a8
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05294603

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