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Ammonia → (+)-Cis-3-ethoxymethyl-4-(3,4-dichlorophenyl)-piperidine

HRID 227574
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HRID 227574 반응식
Br.C[N:3]1[CH2:8][CH2:7][C@H:6]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([Cl:16])[CH:10]=2)[C@H:5]([CH2:17][O:18][CH2:19][CH3:20])[CH2:4]1.ClC(OC(Cl)=O)C.[OH-].[Na+].N>CO.C(Cl)Cl>[CH2:19]([O:18][CH2:17][C@H:5]1[C@@H:6]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([Cl:16])[CH:10]=2)[CH2:7][CH2:8][NH:3][CH2:4]1)[CH3:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 222AmmoniaHCID 14798Sodium HydroxideHCID 5213051-Chloroethyl chloroformateHCID 68534666(+)-Cis-1-methyl-3-ethoxymethyl-4-(3,4-dichlorophenyl)-piperidine hydrobromide

생성물 1

HCID 68529854(+)-Cis-3-ethoxymethyl-4-(3,4-dichlorophenyl)-piperidine

시약·촉매·용매 2

HCID 887
Methanol
용매
HCID 6344Dichloromethane용매

실험 절차

A mixture of (13) 0.70 g and 1-chloroethylchloroformate (2.5 ml) was stirred at 100° C. for 2 days where after 4 N NaOH (25 ml) was added. The mixture was stirred with reflux overnight. After cooling, the mixture was extracted with toluene. The organic phase was dried and evaporated to give an oil which was subjected to column chromatography (SiO2, methylene chloride, MeOH, ammonia 9:1:1%) to give the product as pale crystals. Mp 68-70° C.

후처리

  1. additionwas added
  2. temperaturewith reflux overnight
  3. temperatureAfter cooling
  4. extractionthe mixture was extracted with toluene
  5. customThe organic phase was dried
  6. customevaporated
  7. customto give an oil which

출처 및 근거

ORD 기록
ord-ab566e4a04094eceb16dc71208c357c4
출처 데이터셋
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07560562B2

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