Hydrochloric Acid → Oxymorphone Hydrochloride

HRID 2262669노트

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HRID 2262669 반응식
[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]

참가 물질

5

반응물 2

HCID 313Hydrochloric Acid2회HCID 5284604Oxymorphone2회

생성물 1

HCID 5359390Oxymorphone Hydrochloride수율 80%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 962Water용매2회

반응 조건

온도
60 °C

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-e31cdb2cadbb4810b9f78a823bcf8971
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07851482B2

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