Hydrochloric Acid → 4'-Phenethyl-2-(2-pyrrolidinyl)acetophenone

HRID 1579504

반응식

HRID 1579504 반응식
C(=O)([O-])OC.[Mg+2].COC(=O)[O-].[CH2:12]([C:20]1[CH:25]=[CH:24][C:23]([C:26](=[O:28])[CH3:27])=[CH:22][CH:21]=1)[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[N:29]1[CH2:33][CH2:32][CH2:31][CH:30]=1.Cl>CO>[CH2:12]([C:20]1[CH:21]=[CH:22][C:23]([C:26](=[O:28])[CH2:27][CH:30]2[CH2:31][CH2:32][CH2:33][NH:29]2)=[CH:24][CH:25]=1)[CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 699181-(4-(2-Phenylethyl)phenyl)ethan-1-oneHCID 798031-PyrrolineHCID 167017Carbonic acid, monomethyl ester, magnesium salt (2:1)

생성물 1

HCID 123005304'-Phenethyl-2-(2-pyrrolidinyl)acetophenone수율 63%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Magnesium methyl carbonate (0.4 mole, 2 M in dimethylformamide) is heated to 120°C. under carbon dioxide. The compound 4'-phenethylacetophenone, 22.4 g (0.1 mole), is added and the mixture is stirred at 120°C. for 4 hours under a stream of nitrogen allowing the methanol that forms to escape. The reaction mixture is allowed to cool to room temperature under an atmosphere of carbon dioxide and 8.3 g (0.12 mole) of 1-pyrroline (as the trimer) added and stirred at room temperature under carbon dioxide for a period of 40 hours. The solution is poured into a mixture of 200 ml of concentrated HCl and 800 g of ice and the product removed by filtration. The 4'-phenethyl-2-(2-pyrrolidinyl)-acetophenone when twice recrystallized in the form of its hydrochloride salt from an aqueous isopropanol solution is obtained in 63% yield (20.1 g) and has a M.P. of 200-1°C. (dec).

후처리

  1. customthe product removed by filtration
  2. customThe 4'-phenethyl-2-(2-pyrrolidinyl)-acetophenone when twice recrystallized in the form of its hydrochloride salt from an aqueous isopropanol solution
  3. customis obtained in 63% yield (20.1 g)

출처 및 근거

ORD 기록
ord-ea894bde117e4484b172114e15c2fa39
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03931155

연결된 노트

불러오는 중…