Ammonium Hydroxide → Oxycodone

HRID 84138

反応式

HRID 84138 の反応式
[CH3:1][N:2]1[C@@H:19]2[CH2:20][C:7]3[CH:8]=[CH:9][C:10]([O:22][CH3:23])=[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]=34)[CH2:4][CH2:3]1)=[O:15].C([O-])(=O)C.[OH-].[NH4+].S([O-])([O-])(=O)=O.[Na+].[Na+]>C(O)(C)C.C(Cl)(Cl)Cl>[CH3:1][N:2]1[C@@H:19]2[CH2:20][C:7]3[CH:8]=[CH:9][C:10]([O:22][CH3:23])=[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]=34)[CH2:4][CH2:3]1)=[O:15]

参加物

6

反応物 3

HCID 14923Ammonium HydroxideHCID 24436Sodium SulfateHCID 86762802(4R,4aS,7aR,12bS)-4a-hydroxy-9-methoxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one acetate

生成物 1

HCID 5284603Oxycodone収率 74.1%

試薬・触媒・溶媒 2

HCID 3776Isopropanol溶媒HCID 6212Chloroform溶媒

実験手順

Oxycodone acetate solution was diluted with isopropanol (25 mL), cooled to ˜10° C. and neutralized at 10° C. to 5° C. with ammonium hydroxide (conc., ˜30 mL until pH ˜9.5). Stirring continued for 10 minutes and precipitated solids were filtered off, washed on filter with water (20 mL, 2×50 mL, 10 mL) and dried on filter for 0.5 hours. The light gray wet material (22.29 g) was prepared. This material was dissolved in chloroform (150 mL), treated with sodium sulfate (anhydrous) for one hour. Solvent was removed in vacuum and gray powder was dried on rotary evaporator for one hour at 50° C. in the bath, providing oxycodone base (16.31 g, 51.72 mmol, 74.1% yield on ABUK sulfate). Impurity profile is shown in Table 8.

後処理

  1. customprecipitated solids
  2. filtrationwere filtered off
  3. washwashed
  4. filtrationon filter with water (20 mL, 2×50 mL, 10 mL)
  5. customdried
  6. filtrationon filter for 0.5 hours
  7. customSolvent was removed in vacuum and gray powder
  8. customwas dried on rotary evaporator for one hour at 50° C. in the bath

出典と根拠

ORDレコード
ord-0924ff5c6bfd4539af6b02492c10d760
出典データセット
uspto-grants-2014_09
特許番号
US08846923B1

関連ノート

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