Hydrochloric Acid → 1-(7,8-Dimethoxy-1,2-dihydro-4-naphthoyl)-4-(3,4,5-trimethoxybenzyl)piperazine hydrochloride

HRID 1638776

반응식

HRID 1638776 반응식
P(C#N)(=O)(OCC)OCC.[CH3:11][O:12][C:13]1[C:22]([O:23][CH3:24])=[C:21]2[C:16]([C:17]([C:25]([OH:27])=O)=[CH:18][CH2:19][CH2:20]2)=[CH:15][CH:14]=1.[ClH:28].Cl.[CH3:30][O:31][C:32]1[CH:33]=[C:34]([CH:42]=[C:43]([O:47][CH3:48])[C:44]=1[O:45][CH3:46])[CH2:35][N:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1.Cl>C(OCC)C.O.CN(C)C=O.C(N(CC)CC)C>[ClH:28].[CH3:11][O:12][C:13]1[C:22]([O:23][CH3:24])=[C:21]2[C:16]([C:17]([C:25]([N:39]3[CH2:38][CH2:37][N:36]([CH2:35][C:34]4[CH:42]=[C:43]([O:47][CH3:48])[C:44]([O:45][CH3:46])=[C:32]([O:31][CH3:30])[CH:33]=4)[CH2:41][CH2:40]3)=[O:27])=[CH:18][CH2:19][CH2:20]2)=[CH:15][CH:14]=1

참가 물질

9

반응물 4

HCID 313Hydrochloric AcidHCID 76257Diethyl cyanophosphonateHCID 128285011-[(3,4,5-Trimethoxyphenyl)methyl]piperazine;dihydrochlorideHCID 198412007,8-Dimethoxy-1,2-dihydro-4-naphthoic acid

생성물 1

HCID 198412141-(7,8-Dimethoxy-1,2-dihydro-4-naphthoyl)-4-(3,4,5-trimethoxybenzyl)piperazine hydrochloride수율 67.7%

시약·촉매·용매 4

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매HCID 8471Triethylamine용매

실험 절차

Diethyl phosphorocyanidate (1.2 ml) is added dropwise to a mixture of 7,8-dimethoxy-1,2-dihydro-4-naphthoic acid (0.5 g), 1-(3,4,5-trimethoxybenzyl)piperazine dihydrochloride (0.87 g), triethylamine (0.86 g) and N,N-dimethylformamide (20 ml) with stirring. After stirring for one hour at room temperature, water (100 ml) is added to the reaction mixture and the mixture is extracted with ethyl acetate (100 ml). The organic layer is washed with water, dried and concentrated under reduced pressure. The resulting oily substance is purified by silica gel column chromatography (hexane: acetone=1:1). The product thus obtained is dissolved in ethyl ether and the solution is treated with 5N ethanolic hydrogen chloride (2 ml) to give 1-(7,8-dimethoxy-1,2-dihydro-4-naphthoyl)-4-(3,4,5-trimethoxybenzyl)piperazine hydrochloride (0.75 g) as colorless powder.

후처리

  1. stirringAfter stirring for one hour at room temperature
  2. extractionthe mixture is extracted with ethyl acetate (100 ml)
  3. washThe organic layer is washed with water
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting oily substance is purified by silica gel column chromatography (hexane: acetone=1:1)
  7. customThe product thus obtained

출처 및 근거

ORD 기록
ord-12d07bc7a4e142be87bcf8115211c9f3
출처 데이터셋
uspto-grants-1989_11
특허 번호
US04880809

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