Sodium Cyanide → HCID 12241882、化合物

HRID 2169195ノート

反応式

HRID 2169195 の反応式
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]

参加物

5

反応物 2

HCID 8929Sodium CyanideHCID 13638465HCID 13638465、化合物

生成物 1

HCID 12241882HCID 12241882、化合物収率 57.3%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

反応条件

温度
110 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-da746cb9b4cc47e48cdcb72309bc13bb
出典データセット
uspto-grants-2015_06
特許番号
US09045486B2

反応ノート

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