Tramadol → (+)-tramadol (R)-naproxen

HRID 1052945

反応式

HRID 1052945 の反応式
[CH3:1][C@@H:2]([C:15]([OH:17])=[O:16])[C:3]1[CH:8]=[CH:7][C:6]2[CH:9]=[C:10]([O:13][CH3:14])[CH:11]=[CH:12][C:5]=2[CH:4]=1.[CH3:18][N:19]([CH2:21][C@@H:22]1[C@@:27]([OH:36])([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH3:35])[CH:29]=2)[CH2:26][CH2:25][CH2:24][CH2:23]1)[CH3:20]>CO>[CH3:20][N:19]([CH2:21][C@@H:22]1[C@@:27]([OH:36])([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH3:35])[CH:29]=2)[CH2:26][CH2:25][CH2:24][CH2:23]1)[CH3:18].[CH3:1][C@@H:2]([C:15]([OH:17])=[O:16])[C:3]1[CH:8]=[CH:7][C:6]2[CH:9]=[C:10]([O:13][CH3:14])[CH:11]=[CH:12][C:5]=2[CH:4]=1

参加物

4

反応物 2

HCID 33741TramadolHCID 169118Naproxen, (-)-

生成物 1

HCID 131736274(+)-tramadol (R)-naproxen収率 61.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

A solution of (R)-naproxen (925 mg, 4.02 mmol) in 3 mL of methanol was added to a solution of (+)-tramadol (530 mg, 2.01 mmol) in 1 mL of methanol. The mixture was stirred for 10 minutes and about half of the solvent was evaporated. The resulting solution was left standing at room temperature and after 24 hours a solid had formed. The solid was filtered off, the filtrate was washed with 2 mL of methanol and dried under vacuum (10 mm Hg) for 4 hours to give the methanol solvate of the 1:2 co-crystal of (+)-tramadol-(R)-naproxen as crystalline white needles (610 mg, 42%).

後処理

  1. customwas evaporated
  2. waitThe resulting solution was left
  3. waitstanding at room temperature and after 24 hours
  4. customa solid had formed
  5. filtrationThe solid was filtered off
  6. washthe filtrate was washed with 2 mL of methanol
  7. customdried under vacuum (10 mm Hg) for 4 hours

出典と根拠

ORDレコード
ord-a6032cd1162e45e580e7cd1ad548856c
出典データセット
uspto-grants-2016_07
特許番号
US09393220B2

関連ノート

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