Triethylamine → ethyl 4-{N-(4-chlorophenyl)-N-[(4-methoxyphenyl)acetyl]amino}-1-piperidinecarboxylate

HRID 28135ノート

反応式

HRID 28135 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:27][O:28][C:29]1[CH:34]=[CH:33][C:32]([CH2:35][C:36](Cl)=[O:37])=[CH:31][CH:30]=1>C1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH:9]2[CH2:10][CH2:11][N:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:13][CH2:14]2)[C:36](=[O:37])[CH2:35][C:32]2[CH:33]=[CH:34][C:29]([O:28][CH3:27])=[CH:30][CH:31]=2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 27346884-Methoxyphenylacetyl chlorideHCID 2846949Ethyl 4-[(4-chlorophenyl)amino]piperidine-1-carboxylate

生成物 1

HCID 23339060ethyl 4-{N-(4-chlorophenyl)-N-[(4-methoxyphenyl)acetyl]amino}-1-piperidinecarboxylate

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a stirred solution of 15 parts of ethyl 4-[(4-chlorophenyl)-amino]-1-piperidinecarboxylate, 5.4 parts of N,N-diethylethanamine and 160 parts of benzene is added dropwise 11.07 parts of 4-methoxybenzeneacetyl chloride at a temperature between 32° to 40° C. After the addition is complete, the whole is stirred and refluxed for 3 hours. The reaction mixture is cooled and filtered. The filtrate is washed successively with water, sodium hydrogen carbonate solution and water, dried, filtered and evaporated in vacuo. The oily residue is crystallized from a mixture of 56 parts of 1,1'-oxybisethane and 40 parts of hexane. The crude solid product is filtered off and recrystallized from a mixture of benzene and 1,1'-oxybisethane, yielding 3 parts of ethyl 4-{N-(4-chlorophenyl)-N-[(4-methoxyphenyl)acetyl]amino}-1-piperidinecarboxylate; mp. 137° C.

後処理

  1. additionAfter the addition
  2. temperaturerefluxed for 3 hours
  3. temperatureThe reaction mixture is cooled
  4. filtrationfiltered
  5. washThe filtrate is washed successively with water, sodium hydrogen carbonate solution and water
  6. customdried
  7. filtrationfiltered
  8. customevaporated in vacuo
  9. customThe oily residue is crystallized from a mixture of 56 parts of 1,1'-oxybisethane and 40 parts of hexane
  10. filtrationThe crude solid product is filtered off
  11. customrecrystallized from a mixture of benzene and 1,1'-oxybisethane

出典と根拠

ORDレコード
ord-ba652881a6f84738800ac5379ff8ab49
出典データセット
uspto-grants-1980_09
特許番号
US04225606

反応ノート

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