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

HRID 1292344
ノート
印刷プレビュー

反応式

HRID 1292344 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 3939Lithium Hydroxide2 回HCID 18914188Methyl 2-methoxy-4-(1-acetyl-4-piperidyloxy)phenylacetate

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-90839923fbbd4f508f8b3c0bef255199
出典データセット
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05756504

反応ノート

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