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

HRID 1638776ノート

反応式

HRID 1638776 の反応式
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

参加物

9

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 4

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-12d07bc7a4e142be87bcf8115211c9f3
出典データセット
uspto-grants-1989_11
特許番号
US04880809

反応ノート

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