Реакция #565475

Уравнение реакции

product

Methyl[(1,1-dimethyl-2-propynyl)oxy]acetate

sulfuric acid

→

title compound

Methyl (1,1-dimethyl-2-oxopropoxy)acetate

Растворители

methanol

Условия реакции

Обработка

1. 1
   ТемператураAfter refluxing for 1.5 hours
2. 2
   Концентрированиеconcentrated to a volume of 100 mL
3. 3
   workup.ADDITIONpoured into 1N HCl (300 mL)
4. 4
   Экстракцияextracted with dichloromethane (3×300 mL)
5. 5
   Промывкаwashed with aqueous NaHCO3
6. 6
   Промывкаwashed with brine
7. 7
   Сушкаdried over Na2SO4
8. 8
   Концентрированиеconcentrated

Методика

The product from Example 66A (10.0 g, 64 mmol) in methanol (320 mL) was treated with mercury(II) acetate (2.0 g, 6.4 mmol) and sulfuric acid (0.5 mL). After refluxing for 1.5 hours, the mixture was allowed to cool to ambient temperature, concentrated to a volume of 100 mL, poured into 1N HCl (300 mL) and extracted with dichloromethane (3×300 mL). The organic layers were combined, washed with aqueous NaHCO3, washed with brine, dried over Na2SO4 and concentrated to provide the title compound (10.3 g).

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