Phenacyl bromide → 2-[4-(3-Chloro-4-methoxymethoxyphenyl)piperazin-1-yl]-1-phenylethan-1-one

반응식

Cl.Cl.COC1C=CC(N2CCNCC2)=CC=1.BrCCC1C=CC=CC=1.[Cl:26][C:27]1[CH:28]=[C:29]([N:37]2[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]2)[CH:30]=[CH:31][C:32]=1[O:33][CH2:34][O:35][CH3:36].Br[CH2:44][C:45]([C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)=[O:46]>>[Cl:26][C:27]1[CH:28]=[C:29]([N:37]2[CH2:38][CH2:39][N:40]([CH2:44][C:45]([C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=3)=[O:46])[CH2:41][CH2:42]2)[CH:30]=[CH:31][C:32]=1[O:33][CH2:34][O:35][CH3:36]

참가 물질

반응물 4

HCID 6259Phenacyl bromide

HCID 7666Phenethyl bromide

HCID 27237001-(4-Methoxyphenyl)-piperazine, dihydrochloride

HCID 231114011-(3-Chloro-4-methoxymethoxyphenyl)-piperazine

생성물 1

HCID 231114742-[4-(3-Chloro-4-methoxymethoxyphenyl)piperazin-1-yl]-1-phenylethan-1-one수율 16.7%

실험 절차

Production Example 1 was repeated except that 1-(4-methoxyphenyl)piperazine dihydrochloride and (2-bromoethyl)-benzene were replaced with 1-(3-chloro-4-methoxymethoxyphenyl)-piperazine (924 mg) and 2-bromoacetophenone (789 mg), respectively. Thus obtained crude product was purified on silica gel column chromatography (eluent, chloroform: acetone=20:1), to provide 2-[4-(3-chloro-4-methoxymethoxyphenyl)piperazin-1-yl]-1-phenylethan-1-one (225 mg).