Benzyl Alcohol → 3-(Benzyloxy)-2-methylpropanenitrile

HRID 1763402ノート

反応式

HRID 1763402 の反応式
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[C:11](#[N:15])[C:12]([CH3:14])=[CH2:13].OS(O)(=O)=O>CCOCC>[CH2:1]([O:8][CH2:13][CH:12]([CH3:14])[C:11]#[N:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 244Benzyl AlcoholHCID 1118Sulfuric AcidHCID 24758Sodium hydrideHCID 31368Methacrylonitrile

生成物 1

HCID 135315353-(Benzyloxy)-2-methylpropanenitrile

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

Benzyl alcohol (108 g.; 1 mole) was stirred and treated with 0.3 g. of 50% by weight sodium hydride in a mineral oil dispersion. To the resulting solution was added dropwise 415 ml. (335 g.; 5moles) of methacrylonitrile over a 40 minute period, at room temperature. The reaction mixture was heated at 60°-65° C. for 5 hours then cooled, acidified with 1 N aqueous H2SO4 and diluted with ether. The ether solution was washed twice with saturated brine then dried, filtered and concentrated in vacuo. Distillation of the residue gave, after removal of low boiling materials, 149.3 g. (85%) of rac. 3-benzyloxy-2-methylpropionitrile as a colorless liquid, b.p. 90°-93° C. (0.02 mm Hg.).

後処理

  1. additiontreated with 0.3 g
  2. additionTo the resulting solution was added dropwise 415 ml
  3. customat room temperature
  4. temperatureThe reaction mixture was heated at 60°-65° C. for 5 hours
  5. temperaturethen cooled
  6. washThe ether solution was washed twice with saturated brine
  7. customthen dried
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo
  10. distillationDistillation of the residue
  11. customgave
  12. customafter removal of low boiling materials, 149.3 g

出典と根拠

ORDレコード
ord-fe82928b26de460dac9770d85f034bef
出典データセット
uspto-grants-1978_09
特許番号
US04111961

反応ノート

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