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Triethylamine → ethyl 4-[N-(cyclopropylcarbonyl)-N-phenylamino]-1-(2-phenylethyl)-4-piperidinecarboxylate hydrochloride

HRID 1448319
ノート
印刷プレビュー

反応式

HRID 1448319 の反応式
[C:1]1([NH:7][C:8]2([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:27]1([C:30]([Cl:32])=[O:31])[CH2:29][CH2:28]1.C(N(CC)CC)C>CC1C=CC=CC=1>[ClH:32].[CH:27]1([C:30]([N:7]([C:8]2([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:12][CH2:13]2)[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:31])[CH2:29][CH2:28]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 12298147Ethyl 1-phenethyl-4-(phenylamino)piperidine-4-carboxylate

生成物 1

HCID 12298000ethyl 4-[N-(cyclopropylcarbonyl)-N-phenylamino]-1-(2-phenylethyl)-4-piperidinecarboxylate hydrochloride

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 3.52 parts of ethyl 4-(phenylamino)-1-(2-phenylethyl)-4-piperidinecarboxylate, 1.25 parts of cyclopropanecarbonyl chloride, 1.8 parts of N,N-diethylethanamine and 45 parts of methylbenzene is stirred and refluxed overnight. The reaction mixture is cooled to room temperature and washed with water. The organic phase is separated, dried, filtered and evaporated. The oily residue is dissolved in 2,2'-oxybispropane and the solution is stirred with activated charcoal. The latter is filtered off and the filtrate is evaporated. The oily residue is converted into the hydrochloride salt in 2,2'-oxybispropane and 2-propanol. The salt is filtered off and crystallized from 4-methyl-2-pentanone, yielding ethyl 4-[N-(cyclopropylcarbonyl)-N-phenylamino]-1-(2-phenylethyl)-4-piperidinecarboxylate hydrochloride; mp. 194.8° C.

後処理

  1. temperaturerefluxed overnight
  2. washwashed with water
  3. customThe organic phase is separated
  4. customdried
  5. filtrationfiltered
  6. customevaporated
  7. dissolutionThe oily residue is dissolved in 2,2'-oxybispropane
  8. stirringthe solution is stirred with activated charcoal
  9. filtrationThe latter is filtered off
  10. customthe filtrate is evaporated
  11. filtrationThe salt is filtered off
  12. customcrystallized from 4-methyl-2-pentanone

出典と根拠

ORDレコード
ord-109c42dc895e4074b521c82f6a7a0349
出典データセット
uspto-grants-1979_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04179569

反応ノート

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