Dimethyl Sulfoxide → HCID 21392721、化合物

HRID 461992ノート

反応式

HRID 461992 の反応式
S(O[CH2:12][C:13]12[CH2:20][CH2:19][C:16]([CH3:21])([CH2:17][CH2:18]1)[CH2:15][CH2:14]2)(C1C=CC(C)=CC=1)(=O)=O.[C-:22]#[N:23].[Na+].CS(C)=O>C(Cl)Cl>[CH3:21][C:16]12[CH2:15][CH2:14][C:13]([CH2:12][C:22]#[N:23])([CH2:18][CH2:17]1)[CH2:20][CH2:19]2

参加物

5

反応物 3

HCID 679Dimethyl SulfoxideHCID 8929Sodium CyanideHCID 13409934HCID 13409934、化合物

生成物 1

HCID 21392721HCID 21392721、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The mixture containing 0.065 mole of 4-methylbicyclo[2.2.2]oct-1-yl methanol tosylate, 0.1 mole of sodium cyanide, and 100 ml. of dimethyl sulfoxide is stirred at 70° C for 4 hours and then poured into 500 ml. of methylene chloride. The organic phase is then washed four times with water, separated and dried with anhydrous magnesium sulfate and filtered. The filtrate is then evaporated under vacuum affording an oil which is then chromatographed on silica gel eluting with 10% ethyl acetate-90%, vol., hexane affording 4-methylbicyclo[2.2.2]oct-1-yl acetonitrile.

後処理

  1. additionpoured into 500 ml
  2. washThe organic phase is then washed four times with water
  3. customseparated
  4. dry with materialdried with anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customThe filtrate is then evaporated under vacuum
  7. customaffording an oil which
  8. customis then chromatographed on silica gel eluting with 10% ethyl acetate-90%, vol., hexane

出典と根拠

ORDレコード
ord-a5b825c35c3b4e0cb867ed122f472847
出典データセット
uspto-grants-1977_12
特許番号
US04064258

反応ノート

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