Potassium Carbonate → 1-(5,6-Dimethoxy-2-methylindol-3-ylglyoxyloyl)-4-(p-trifluoromethylphenoxy)piperidine

HRID 437576ノート

反応式

HRID 437576 の反応式
[C:1](Cl)(=[O:5])[C:2](Cl)=[O:3].[CH3:7][O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[NH:14][C:13]([CH3:20])=[CH:12]2.[F:21][C:22]([F:37])([F:36])[C:23]1[CH:35]=[CH:34][C:26]([O:27][CH:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[CH:25][CH:24]=1.C(=O)([O-])[O-].[K+].[K+]>O.C(Cl)(Cl)Cl.CCOCC>[CH3:7][O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[NH:14][C:13]([CH3:20])=[C:12]2[C:1](=[O:5])[C:2]([N:31]1[CH2:30][CH2:29][CH:28]([O:27][C:26]2[CH:25]=[CH:24][C:23]([C:22]([F:21])([F:36])[F:37])=[CH:35][CH:34]=2)[CH2:33][CH2:32]1)=[O:3]

参加物

8

反応物 4

HCID 11430Potassium CarbonateHCID 65578Oxalyl chlorideHCID 2665965,6-dimethoxy-2-methyl-1H-indoleHCID 36883924-(4-(Trifluoromethyl)phenoxy)piperidine

生成物 1

HCID 214287111-(5,6-Dimethoxy-2-methylindol-3-ylglyoxyloyl)-4-(p-trifluoromethylphenoxy)piperidine

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒2 回HCID 6212Chloroform溶媒

実験手順

6.5 g of oxalyl chloride are added dropwise to a stirred solution of 8.8 g of 5,6-dimethoxy-2-methylindole in 160 ml. of ether at -10° C. After addition is complete, the mixture is stirred for 10 minutes and a bright orange precipitate of 5,6-dimethoxy-2-methyl-indole-3-glyoxyloyl chloride appears. The ether suspension of 5,6-dimethoxy-2-methyl-indole-3-glyoxyloyl chloride is added portion wise to a cooled stirring mixture of 12.3 g of 4-(p-trifluoromethylphenoxy)piperidine, 12.5 g of potassium carbonate, 50 ml. of chloroform and 60 ml. of water. The reaction mixture is stirred overnight and the resultant white solid is collected and dried. The solid is recrystallized twice from a methanol and water mixture to give 1-(5,6-dimethoxy-2-methylindol-3-ylglyoxyloyl)-4-(p-trifluoromethylphenoxy)piperidine m.p. 211°-213° C.

後処理

  1. customat -10° C
  2. additionAfter addition
  3. additionis added portion wise to a cooled
  4. stirringstirring
  5. stirringThe reaction mixture is stirred overnight
  6. customthe resultant white solid is collected
  7. customdried
  8. customThe solid is recrystallized twice from a methanol and water mixture

出典と根拠

ORDレコード
ord-b4dbe3f9b35043009e4f5f02c5b024c1
出典データセット
uspto-grants-1977_06
特許番号
US04031221

反応ノート

読み込み中…