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

HRID 128584ノート

反応式

HRID 128584 の反応式
[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]

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 8471Triethylamine2 回HCID 189141672-Methoxy-4-(4-piperidyloxy)benzoic acid

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-720351c3d82047af9d81978a72b27c58
出典データセット
uspto-grants-1995_11
特許番号
US05464788

反応ノート

読み込み中…