Potassium Iodide → HCID 12298024、化合物

HRID 1973817ノート

反応式

HRID 1973817 の反応式
Br[CH2:2][CH:3]1[CH2:5][CH2:4]1.[O:6]=[C:7]([N:10]([C:17]1([C:23]([O:25][CH3:26])=[O:24])[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:8][CH3:9].[C:27](=[O:30])([O-:29])[O-].[Na+].[Na+].[I-].[K+]>CC1C=CC=CC=1>[C:23]([OH:25])(=[O:24])[C:27]([OH:29])=[O:30].[CH:5]1([CH2:4][N:20]2[CH2:21][CH2:22][C:17]([N:10]([C:7](=[O:6])[CH2:8][CH3:9])[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)([C:23]([O:25][CH3:26])=[O:24])[CH2:18][CH2:19]2)[CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 81503BromomethylcyclopropaneHCID 2724431Norcarfentanil

生成物 1

HCID 12298024HCID 12298024、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 4.5 parts of (bromomethyl)cyclopropane, 4.8 parts of methyl 4-[N-(1-oxopropyl)-N-phenylamino]-4-piperidinecarboxylate, 5 parts of sodium carbonate, 0.3 parts of potassium iodide and 63 parts of methylbenzene is stirred and refluxed for 4h. The reaction mixture is cooled and filtered. The filtrate is washed with water, dried, filtered and evaporated. The oily residue is dissolved in petroleumether. The solution is filtered and the filtrate is evaporated. The oily residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and 10% of methanol as eluent. The pure fractions are collected and the eluent is evaporated. The residue is converted into the ethanedioate salt in 2-propanone. The salt is filtered off and dried, yielding methyl 1-(cyclopropylmethyl)-4-[N-(1-oxopropyl)-N-phenylamino]-4-piperidinecarboxylate ethanedioate; mp. 171.4° C.

後処理

  1. temperaturerefluxed for 4h
  2. temperatureThe reaction mixture is cooled
  3. filtrationfiltered
  4. washThe filtrate is washed with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. dissolutionThe oily residue is dissolved in petroleumether
  9. filtrationThe solution is filtered
  10. customthe filtrate is evaporated
  11. customThe oily residue is purified by column-chromatography over silica gel using
  12. additiona mixture of trichloromethane and 10% of methanol as eluent
  13. customThe pure fractions are collected
  14. customthe eluent is evaporated
  15. filtrationThe salt is filtered off
  16. customdried

出典と根拠

ORDレコード
ord-0a1dba3443214002847c06458c63b956
出典データセット
uspto-grants-1976_12
特許番号
US03998834

反応ノート

読み込み中…