Acetyl chloride → 2-Methoxy-4-(1-acetyl-4-piperidyloxy)benzoic acid

HRID 128584노트

반응식

HRID 128584 반응식
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6].C(N(CC)CC)C.[C:26](Cl)(=[O:28])[CH3:27]>C1COCC1>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH:13]2[CH2:18][CH2:17][N:16]([C:26](=[O:28])[CH3:27])[CH2:15][CH2:14]2)[CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6]

참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 8471Triethylamine2회HCID 189141672-Methoxy-4-(4-piperidyloxy)benzoic acid

생성물 1

HCID 189141452-Methoxy-4-(1-acetyl-4-piperidyloxy)benzoic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2-Methoxy-4-(4-piperidyloxy)benzoic acid (0.6 g, 2.09 mmol) was stirred in THF (10 ml) and treated with triethylamine (0.29 ml, 0.21 g, 2.08 mmol), followed by acetyl chloride (0.18 ml, 0.2 g, 2.5 mmol) and an additional 0.35 ml of triethylamine. The mixture was stirred at ambient temperature for 18 hours, then concentrated in vacuo. The residue was partitioned between aqueous sodium bicarbonate and ethyl acetate. The ethyl acetate layer was extracted with sodium bicarbonate solution. The combined sodium bicarbonate layers were acidified with 1N HCl and extracted with ethyl acetate. The organic layers were combined, washed with brine, dried over sodium sulfate, filtered, and evaporated to dryness in vacuo to give 2-methoxy-4-(1-acetyl-4-piperidyloxy)benzoic acid.

후처리

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned between aqueous sodium bicarbonate and ethyl acetate
  3. extractionThe ethyl acetate layer was extracted with sodium bicarbonate solution
  4. extractionextracted with ethyl acetate
  5. washwashed with brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. customevaporated to dryness in vacuo

출처 및 근거

ORD 기록
ord-720351c3d82047af9d81978a72b27c58
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05464788

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