Sodium Cyanide → HCID 12241882, 화합물

HRID 2169195노트

반응식

HRID 2169195 반응식
CS(O[CH2:6][C:7]([CH3:15])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:8])(=O)=O.[C-:16]#[N:17].[Na+]>CS(C)=O.O>[CH3:8][C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([CH3:15])[CH2:6][C:16]#[N:17]

참가 물질

5

반응물 2

HCID 8929Sodium CyanideHCID 13638465HCID 13638465, 화합물

생성물 1

HCID 12241882HCID 12241882, 화합물수율 57.3%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

반응 조건

온도
110 °C

실험 절차

2-Methyl-2-phenylpropyl methanesulfonate (52) (12 g, 52.6 mmol) was stirred in dimethyl sulfoxide (106 ml), sodium cyanide (10.3 g, 210 mmol, Eq: 4) was added and the reaction mixture was heated to 110° C. for 20 hours. The reaction mixture was cooled, diluted with water, extracted three times with ether, washed with ether, water, and brine, and dried over magnesium sulfate. The solvent was removed on a rotary evaporator. Chromatography was conducted (2% to 15% over 20 min on a 40 g silica gel column) to give 3-methyl-3-phenylbutanenitrile (53) as a clear oil (4.8 g, 57%).

후처리

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted three times with ether
  3. washwashed with ether, water, and brine
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was removed on a rotary evaporator
  6. customover 20 min

출처 및 근거

ORD 기록
ord-da746cb9b4cc47e48cdcb72309bc13bb
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09045486B2

반응 노트

불러오는 중…