Hydrochloric Acid → 1-(5,6-dimethoxy-1H-inden-2-ylcarbonyl)-4-(3,4,5-trimethoxybenzyl)piperazine hydrochloride

HRID 1638782ノート

反応式

HRID 1638782 の反応式
P(C#N)(=O)(OCC)OCC.[CH3:11][O:12][C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][C:21]=1[O:22][CH3:23])[CH2:18][C:17]([C:24]([OH:26])=O)=[CH:16]2.[ClH:27].Cl.[CH3:29][O:30][C:31]1[CH:32]=[C:33]([CH:41]=[C:42]([O:46][CH3:47])[C:43]=1[O:44][CH3:45])[CH2:34][N:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1.Cl>C(O)C.O.CN(C)C=O.C(N(CC)CC)C>[ClH:27].[CH3:11][O:12][C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][C:21]=1[O:22][CH3:23])[CH2:18][C:17]([C:24]([N:38]1[CH2:37][CH2:36][N:35]([CH2:34][C:33]3[CH:41]=[C:42]([O:46][CH3:47])[C:43]([O:44][CH3:45])=[C:31]([O:30][CH3:29])[CH:32]=3)[CH2:40][CH2:39]1)=[O:26])=[CH:16]2

参加物

9

反応物 4

HCID 313Hydrochloric AcidHCID 76257Diethyl cyanophosphonateHCID 103761625,6-dimethoxy-1H-indene-2-carboxylic AcidHCID 128285011-[(3,4,5-Trimethoxyphenyl)methyl]piperazine;dihydrochloride

生成物 1

HCID 198411941-(5,6-dimethoxy-1H-inden-2-ylcarbonyl)-4-(3,4,5-trimethoxybenzyl)piperazine hydrochloride収率 79%

試薬・触媒・溶媒 4

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒

実験手順

Diethyl phosphorocyanidate (0.9 g) is added dropwise to an ice-cooling mixture consisting of 5,6-dimethoxy-1H-indene-2-carboxylic acid (0.8 g), 1-(3,4,5-trimethyoxybenzyl)piperazine dihydrochloride (1.3 g), triethylamine (2 ml) and N,N-dimethylformamide (12 ml) with stirring. The whole mixture is stirred at room temperature for two hours and water is added. The mixture is extracted with ethyl acetate. The extract solution is washed with water, dried and then concentrated under reduced pressure. The residue is purified by silica gel column chromatography (ethyl acetate:hexane:acetone=12:8:5) to give an oily product. This product is converted to the hydrochloride in ethanol to afford 1-(5,6-dimethoxy-1H-inden-2-ylcarbonyl)-4-(3,4,5-trimethoxybenzyl)piperazine hydrochloride (1.45 g) as colorless scales, m.p. 245°-250° C. (decomp.).

後処理

  1. temperaturecooling mixture
  2. stirringThe whole mixture is stirred at room temperature for two hours
  3. extractionThe mixture is extracted with ethyl acetate
  4. washThe extract solution is washed with water
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customThe residue is purified by silica gel column chromatography (ethyl acetate:hexane:acetone=12:8:5)
  8. customto give an oily product

出典と根拠

ORDレコード
ord-a5a0f17cc8594deda3d7640ee42b160e
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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