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Hydrogen Bromide → N-(4-chlorophenyl)-N-(4-piperidinyl)benzeneacetamide hydrochloride

HRID 1704413
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HRID 1704413 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH:18]2[CH2:23][CH2:22][N:21](C(OCC)=O)[CH2:20][CH2:19]2)[C:9](=[O:17])[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:4][CH:3]=1.Br>C(O)(=O)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]([CH:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[C:9](=[O:17])[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 3017393Ethyl 4-[(4-chlorophenyl)(phenylacetyl)amino]piperidine-1-carboxylate

생성물 1

HCID 19829426N-(4-chlorophenyl)-N-(4-piperidinyl)benzeneacetamide hydrochloride

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
62 °C

실험 절차

A mixture of 10 parts of ethyl 4-[N-(4-chlorophenyl)-N-(phenylacetyl)amino]-1-piperidinecarboxylate and 125 parts of glacial acetic acid, previously saturated with gaseous hydrogen bromide, is heated for 9h. 45 at 62° C., while stirring. The reaction mixture is cooled and glacial acetic acid is evaporated in vacuo. The semi-solid residue is taken up in 150 parts of water, alkalized with a concentrated sodium hydroxide solution and the product is extracted with trichloromethane. The extract is dried over sodium sulfate and evaporated. The oily residue is triturated in 56 parts of 1,1'-oxybisethane and the solid crude free base is filtered off. It is converted into the hydrochloride salt in the conventional manner in 1,1'-oxybisethane and 2-propanone, yielding 4 parts of N-(4-chlorophenyl)-N-(4-piperidinyl)benzeneacetamide hydrochloride; mp. 206.5° C.

후처리

  1. temperatureThe reaction mixture is cooled
  2. customglacial acetic acid is evaporated in vacuo
  3. extractionthe product is extracted with trichloromethane
  4. dry with materialThe extract is dried over sodium sulfate
  5. customevaporated
  6. customThe oily residue is triturated in 56 parts of 1,1'-oxybisethane
  7. filtrationthe solid crude free base is filtered off

출처 및 근거

ORD 기록
ord-302c8ba589174176b79f6d1f06e52266
출처 데이터셋
uspto-grants-1978_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04126689

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