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

HRID 36130

반응식

HRID 36130 반응식
[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]

참가 물질

5

반응물 3

HCID 6386tert-ButanolHCID 134054-Methylbenzoyl ChlorideHCID 178418339Butyllithium

생성물 1

HCID 116297491,1-Dimethylethyl 4-methylbenzoate

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f62362e092f247629cd76c941e06ea11
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05412144

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