Iodoethane → Ethyl 6-cyano-1-ethylindole-2-carboxylate

HRID 1532338노트

반응식

HRID 1532338 반응식
[H-].[Na+].I[CH2:4][CH3:5].[C:6]([C:8]1[CH:16]=[C:15]2[C:11]([CH:12]=[C:13]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[NH:14]2)=[CH:10][CH:9]=1)#[N:7]>CN(C)C=O.O>[C:6]([C:8]1[CH:16]=[C:15]2[C:11]([CH:12]=[C:13]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[N:14]2[CH2:4][CH3:5])=[CH:10][CH:9]=1)#[N:7]

참가 물질

6

반응물 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 4715002Ethyl 6-cyano-1H-indole-2-carboxylate

생성물 1

HCID 21251527Ethyl 6-cyano-1-ethylindole-2-carboxylate

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

In a 1 l flask, 23.5 g of ethyl 6-cyanoindole-2-carboxylate was dissolved in 300 ml of dimethylformamide, and 6.6 g of 60% NaH was slowly added thereto at 0° C. 17.6 ml of iodoethane was then added thereto at −10˜0° C. and the mixture was stirred for 2 hours at room temperature. The reaction solution was cooled and, after adding ice, diluted with water and then extracted three times with ethyl acetate. The organic extracts were combined, dried over MgSO4 and then evaporated. The residue was purified with silica gel column chromatography [eluent: ethyl acetate/n-hexane(1:3)]. The fractions containing the desired product were combined and then evaporated to obtain 26.2 g of the title compound as a yellow solid.

후처리

  1. customat 0° C
  2. temperatureThe reaction solution was cooled
  3. additionafter adding ice
  4. extractionextracted three times with ethyl acetate
  5. dry with materialdried over MgSO4
  6. customevaporated
  7. customThe residue was purified with silica gel column chromatography [eluent: ethyl acetate/n-hexane(1:3)]
  8. additionThe fractions containing the desired product
  9. customevaporated

출처 및 근거

ORD 기록
ord-dc3e2711508f48df8b3988d06646cca6
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06201006B1

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