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Lithium Hydroxide → 2-Methoxy-4-(1-acetyl-4-piperidyloxy)phenylacetic acid

HRID 128587
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HRID 128587 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH:10]2[CH2:15][CH2:14][N:13]([C:16](=[O:18])[CH3:17])[CH2:12][CH2:11]2)[CH:6]=[CH:5][C:4]=1[CH2:19][C:20]([O:22]C)=[O:21].[OH-].[Li+]>C1COCC1>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH:10]2[CH2:15][CH2:14][N:13]([C:16](=[O:18])[CH3:17])[CH2:12][CH2:11]2)[CH:6]=[CH:5][C:4]=1[CH2:19][C:20]([OH:22])=[O:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 3939Lithium Hydroxide2회HCID 18914188Methyl 2-methoxy-4-(1-acetyl-4-piperidyloxy)phenylacetate

생성물 1

HCID 537598172-Methoxy-4-(1-acetyl-4-piperidyloxy)phenylacetic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Methyl 2-methoxy-4-(1-acetyl-4-piperidyloxy)phenylacetate (0.18 g, 0.56 mmol) was dissolved in THF (5 ml) and treated with lithium hydroxide (0..67 ml of a 1M aqueous solution, 0.67 mmol). The mixture was stirred at ambient temperature for 4 hours, then treated with an additional 0.2 ml of 1M lithium hydroxide. The mixture was heated at 60° for 6 hours, then cooled and concentrated in vacuo. The residue was acidified with 1M HCl, and extracted with ethyl acetate. The combined ethyl acetate layers were extracted with saturated aqueous sodium carbonate. The combined sodium carbonate layers were acidified with concentrated HCl and extracted with ethyl acetate. The combined ethyl acetate layers were dried over sodium sulfate, filtered, and evaporated to dryness in vacuo to give 2-methoxy-4-(1-acetyl-4-piperidyloxy)phenyl-acetic acid.

후처리

  1. temperatureThe mixture was heated at 60° for 6 hours
  2. temperaturecooled
  3. concentrationconcentrated in vacuo
  4. extractionextracted with ethyl acetate
  5. extractionThe combined ethyl acetate layers were extracted with saturated aqueous sodium carbonate
  6. extractionextracted with ethyl acetate
  7. dry with materialThe combined ethyl acetate layers were dried over sodium sulfate
  8. filtrationfiltered
  9. customevaporated to dryness in vacuo

출처 및 근거

ORD 기록
ord-991788ea88ba4cc79ba127996f845560
출처 데이터셋
uspto-grants-1995_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05464788

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