Potassium Carbonate → 4-[1-(2-propenyl)-1,2,5,6-tetrahydropyridin-3-yl]-1H-indole

HRID 1155691ノート

反応式

HRID 1155691 の反応式
[CH2:1]([N:4]1[CH2:9][CH2:8][CH2:7][C:6]([C:11]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:12]=2[CH:13]=[CH:14][NH:15]3)(O)[CH2:5]1)[CH:2]=[CH2:3].[OH-].[Na+].C(=O)([O-])[O-].[K+].[K+]>Cl>[CH2:1]([N:4]1[CH2:9][CH2:8][CH:7]=[C:6]([C:11]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:12]=2[CH:13]=[CH:14][NH:15]3)[CH2:5]1)[CH:2]=[CH2:3]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 20537467HCID 20537467、化合物

生成物 1

HCID 30683594-[1-(2-propenyl)-1,2,5,6-tetrahydropyridin-3-yl]-1H-indole収率 52.6%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

A solution of 14 g of the product of Example 27 in 400 ml of hydrochloric acid was refluxed for 4 hours and the mixture was iced and made alkaline with sodium hydroxide. Potassium carbonate was added to the mixture which was then extracted with ethyl acetate. The organic phase was dried and evaporated to dryness under reduced pressure and the 12.7 g of residue were chromatographed over silica gel. Elution with a 9-1 chloroform-acetone mixture yielded 6.85 g of 4-[1-(2-propenyl)-1,2,5,6-tetrahydropyridin-3-yl]-1H-indole with an Rf=0.15.

後処理

  1. extractionwas then extracted with ethyl acetate
  2. customThe organic phase was dried
  3. customevaporated to dryness under reduced pressure
  4. customthe 12.7 g of residue were chromatographed over silica gel
  5. washElution with a 9-1 chloroform-acetone mixture

出典と根拠

ORDレコード
ord-5d27f942fd284967bc86634873cf0df3
出典データセット
uspto-grants-1982_06
特許番号
US04332808

反応ノート

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