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

HRID 1155691노트

반응식

HRID 1155691 반응식
[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]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 20537467HCID 20537467, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5d27f942fd284967bc86634873cf0df3
출처 데이터셋
uspto-grants-1982_06
특허 번호
US04332808

반응 노트

불러오는 중…