Dimethylformamide → 4-(3-Methoxyphenyl)butanenitrile

HRID 2290937노트

반응식

HRID 2290937 반응식
S(O[CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=1)(C1C=CC(C)=CC=1)(=O)=O.[CH3:23][N:24](C=O)C.[C-]#N.[K+]>O>[C:23]([CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=1)#[N:24]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 9032Potassium CyanideHCID 5904971-Tosyloxy-3-(3-methoxyphenyl)propane

생성물 1

HCID 5789544-(3-Methoxyphenyl)butanenitrile수율 91%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of 1-tosyloxy-3-(3-methoxyphenyl)propane (125 g, 0.39 mole) and DMF (400 mL) was stirred at 0° as a solution of KCN (30 g, 0.46 mole) and water (70 mL) was added dropwise. The reaction mixture was stirred at 65°-70° for 1 hour, was cooled to room temperature and poured onto ice water. The solution was extracted with ether. The extracts were washed with water, saturated aqueous NaCl, dried (MgSO4), filtered, and evaporated to yield 62 g yellow oil, (91%), M+ 175.

후처리

  1. additionwas added dropwise
  2. additionpoured onto ice water
  3. extractionThe solution was extracted with ether
  4. washThe extracts were washed with water, saturated aqueous NaCl
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-0c94f87b0a1b4a4db100aa4fcc920555
출처 데이터셋
uspto-grants-1986_10
특허 번호
US04618683

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