Hydrochloric Acid → Olopatadine Impurity 54

HRID 1196999ノート

反応式

HRID 1196999 の反応式
[CH3:1][N:2]([CH3:25])[CH2:3][CH2:4][CH:5]=[C:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH2:10][O:9][C:8]2[CH:17]=[CH:18][C:19]([C:21]([O:23]C)=[O:22])=[CH:20][C:7]1=2.CO.[OH-].[Na+].Cl>O>[CH3:25][N:2]([CH3:1])[CH2:3][CH2:4][CH:5]=[C:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH2:10][O:9][C:8]2[CH:17]=[CH:18][C:19]([C:21]([OH:23])=[O:22])=[CH:20][C:7]1=2

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 53998201Methyl 11-(3-dimethylaminopropylidene)-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate

生成物 1

HCID 53645991Olopatadine Impurity 54収率 99.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

In this example, 26.1 g of methyl 11-(3-dimethylaminopropylidene)-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate is dissolved in a mixed solvent of 500 ml of methanol and 30 ml of water and 6.2 g of sodium hydroxide is added thereto. The mixture is heated at reflux for two hours. After allowing the mixture to stand for cooling, aqueous 4N-hydrochloric acid solution is added thereto to adjust the pH to 7 and the mixture is concentrated under reduced pressure. The concentrate is purified by column chromatography on high porous polymer (HP-20) (eluent: water:methanol=1:2) to obtain 25.0 g of the desired product.

後処理

  1. additionis added
  2. temperatureThe mixture is heated
  3. temperatureat reflux for two hours
  4. temperaturefor cooling
  5. concentrationthe mixture is concentrated under reduced pressure
  6. customThe concentrate is purified by column chromatography on high porous polymer (HP-20) (eluent: water:methanol=1:2)

出典と根拠

ORDレコード
ord-1e76260c1fa24a6fab40a18ed039d313
出典データセット
uspto-grants-1992_05
特許番号
US05116863

反応ノート

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