Hydrochloric Acid → Oxymorphone Hydrochloride

HRID 2262669ノート

反応式

HRID 2262669 の反応式
[CH3:1][N:2]1[C@@H:19]2[CH2:20][C:7]3=[CH:8][CH:9]=[C:10]([OH:22])[C:11]4[O:12][C@H:13]5[C:14]([CH2:16][CH2:17][C@:18]2([OH:21])[C@:5]5([C:6]=43)[CH2:4][CH2:3]1)=[O:15].[ClH:23]>[Pd].O>[CH3:1][N:2]1[C@@H:19]2[CH2:20][C:7]3=[CH:8][CH:9]=[C:10]([OH:22])[C:11]4[O:12][C@H:13]5[C:14]([CH2:16][CH2:17][C@:18]2([OH:21])[C@:5]5([C:6]=43)[CH2:4][CH2:3]1)=[O:15].[ClH:23]

参加物

5

反応物 2

HCID 313Hydrochloric Acid2 回HCID 5284604Oxymorphone2 回

生成物 1

HCID 5359390Oxymorphone Hydrochloride収率 80%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 962Water溶媒2 回

反応条件

温度
60 °C

実験手順

A reaction vessel is charged with 1 kg of oxymorphone base, prepared as in Example 1.1B, together with 2.05 kg of absolute alcohol and 0.66 kg of water. The mixture is heated to 60±2° C. and stirred to form a slurry. A hydrochloric acid solution prepared from 0.66 kg concentrated hydrochloric acid, 0.24 kg of water and 0.31 kg of absolute alcohol is added to the oxymorphone base slurry and the pH checked to ensure that it is <1.0. 40 g of 10% Pd on carbon catalyst water-wet paste is added under a stream of nitrogen to the reaction mixture and the mixture is hydrogenated at 35±5 psi (2.41 bar) for 20 hours whilst maintaining a temperature of 65±3° C. The reaction mixture is filtered whilst hot through Celite and a 0.2 μm polish filter. The filtrate is cooled to 0-5° C. over 2-3 hours, and stirred for a further 2 hours to form oxymorphone hydrochloride as a precipitate. The precipitate is washed with absolute alcohol then dried. Yield is 80%.

後処理

  1. customto form a slurry
  2. temperaturewhilst maintaining a temperature of 65±3° C
  3. filtrationThe reaction mixture is filtered whilst hot through Celite
  4. filtrationa 0.2 μm polish filter
  5. temperatureThe filtrate is cooled to 0-5° C. over 2-3 hours
  6. stirringstirred for a further 2 hours

出典と根拠

ORDレコード
ord-e31cdb2cadbb4810b9f78a823bcf8971
出典データセット
uspto-grants-2010_12
特許番号
US07851482B2

反応ノート

読み込み中…