Potassium Cyanide → HCID 54536415, 화합물

HRID 1870251노트

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HRID 1870251 반응식
Br[CH2:2][C@@H:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH2:6][CH2:5][CH2:4]1.[C-:24]#[N:25].[K+]>CS(C)=O>[C:24]([CH2:2][C@@H:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH2:6][CH2:5][CH2:4]1)#[N:25]

참가 물질

4

반응물 2

HCID 9032Potassium CyanideHCID 56975661HCID 56975661, 화합물

생성물 1

HCID 54536415HCID 54536415, 화합물수율 83.7%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
47.5 °C

실험 절차

A mixture of (5S)-5-bromomethyl-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-benzazepine (0.83 g), potassium cyanide (0.27 g) and dimethyl sulfoxide (9 ml) is heated with stirring at 45-50° C. for three hours. To the reaction solution is added ice, and the mixture is extracted with ethyl acetate--diethyl ether. The extract is dried over sodium sulfate, and evaporated under reduced pressure to remove the solvent. The resulting residue is purified by silica gel column chromatography (solvent; n-hexane: ethyl acetate=6:1), and recrystallized from ethyl acetate--n-hexane to give (5R)-5-cyanomethyl-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-benzazepine (0.60 g).

후처리

  1. temperatureis heated
  2. additionTo the reaction solution is added ice
  3. extractionthe mixture is extracted with ethyl acetate
  4. dry with materialThe extract is dried over sodium sulfate
  5. customevaporated under reduced pressure
  6. customto remove the solvent
  7. customThe resulting residue is purified by silica gel column chromatography (solvent; n-hexane: ethyl acetate=6:1)
  8. customrecrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-69087f85f68240c68246d7cd6c46d502
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06096736

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