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Hydrochloric Acid → 1-[(Diphenylmethoxy)acetyl]-3-(methoxyphenyl)piperidine

HRID 1032347
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HRID 1032347 반응식
[C:1]1([CH:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[O:8][CH2:9][C:10](Cl)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:19][O:20][C:21]1[CH:22]=[C:23](C2CCCNC2)[CH:24]=[CH:25][CH:26]=1.C([N:35]([CH2:38][CH3:39])[CH2:36][CH3:37])C.Cl.[CH2:41](Cl)Cl>O>[C:1]1([CH:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[O:8][CH2:9][C:10]([N:35]2[CH2:36][CH2:37][CH2:41][CH:39]([C:26]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:20][CH3:19])[CH2:38]2)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 6344Dichloromethane2회HCID 8471TriethylamineHCID 110742303-(3-Methoxyphenyl)piperidineHCID 13111194(Diphenylmethoxy) acetyl chloride

생성물 1

HCID 221656081-[(Diphenylmethoxy)acetyl]-3-(methoxyphenyl)piperidine수율 73%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of 2.8 g (10.9 mmole) of (diphenylmethoxy) acetyl chloride in 25 cm3 of methylene chloride was added quickly to a solution of 2.1 g (10.9 mmole) of (3-(3-methoxyphenyl) piperidine [prepared using the B. M. Iselin and K. Hoffmann method, Helv. Chim. Acta 1954, 37, 178] and 2.2 g (21.8 mmole) of triethylamine in 75 cm3 of methylene chloride. The solution was brought to reflux and maintained at reflux for 10 hours, then poured into a solution of 10cm3 of hydrochloric acid in 300 cm3 of water. The mixture was extracted with methylene chloride, washed with water and dried on sodium sulfate. After the solvent was evaporated under reduced pressure, the residue was purified using silica gel chromatography (eluent,hexane-ethyl acetate, 1/1). There was obtained 3.3 g (yield: 73%) of 1-[(diphenylmethoxy)acetyl]-3-(methoxyphenyl)piperidine.

후처리

  1. customprepared
  2. temperatureto reflux
  3. temperaturemaintained
  4. temperatureat reflux for 10 hours
  5. extractionThe mixture was extracted with methylene chloride
  6. washwashed with water
  7. customdried on sodium sulfate
  8. customAfter the solvent was evaporated under reduced pressure
  9. customthe residue was purified

출처 및 근거

ORD 기록
ord-47a90cf2b40f4cbf9d5ebe0bb2f160e1
출처 데이터셋
uspto-grants-1990_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04957927

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