tert-Butanol → 1,1-Dimethylethyl 4-methylbenzoate

HRID 36130

反応式

HRID 36130 の反応式
[C:1]([OH:5])([CH3:4])([CH3:3])[CH3:2].C([Li])CCC.[C:11]1([CH3:20])[CH:16]=[CH:15][C:14]([C:17](Cl)=[O:18])=[CH:13][CH:12]=1>C(OCC)C>[C:1]([O:5][C:17]([C:14]1[CH:15]=[CH:16][C:11]([CH3:20])=[CH:12][CH:13]=1)=[O:18])([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 6386tert-ButanolHCID 134054-Methylbenzoyl ChlorideHCID 178418339Butyllithium

生成物 1

HCID 116297491,1-Dimethylethyl 4-methylbenzoate

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

A 1 L three-neck flask fitted with a reflux condenser, rubber septum, addition funnel and argon inlet was charged with 200 ml of t-butanol. To the solution, n-butyl lithium (1.45N, 91.1 ml) was added dropwise using a water bath to prevent an excessive temperature rise. After stirring 30 minutes, the addition funnel was charged with p-toluoyl chloride, added dropwise. The reaction mixture was stirred overnight. At this point, the contents were transferred into a separatory funnel by using 250 ml of diethyl ether and the solution was washed with water (250 ml). The organic layer was then dried (MgSO4) and concentrated by rotary evaporation. The crude product, tert-butyl-4-toluate, was purified by fractional distillation.

後処理

  1. customA 1 L three-neck flask fitted with a reflux condenser
  2. additionrubber septum, addition funnel and argon inlet
  3. additionadded dropwise
  4. stirringThe reaction mixture was stirred overnight
  5. customAt this point, the contents were transferred into a separatory funnel
  6. washthe solution was washed with water (250 ml)
  7. dry with materialThe organic layer was then dried (MgSO4)
  8. concentrationconcentrated by rotary evaporation
  9. distillationThe crude product, tert-butyl-4-toluate, was purified by fractional distillation

出典と根拠

ORDレコード
ord-f62362e092f247629cd76c941e06ea11
出典データセット
uspto-grants-1995_05
特許番号
US05412144

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