Tramadol → (+)-tramadol (R)-naproxen

HRID 1052945노트

반응식

HRID 1052945 반응식
[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

참가 물질

4

반응물 2

HCID 33741TramadolHCID 169118Naproxen, (-)-

생성물 1

HCID 131736274(+)-tramadol (R)-naproxen수율 61.5%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-a6032cd1162e45e580e7cd1ad548856c
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09393220B2

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