تفاعل #565475

معادلة التفاعل

product

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

sulfuric acid

→

title compound

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

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter refluxing for 1.5 hours
2. 2
   تركيزconcentrated to a volume of 100 mL
3. 3
   workup.ADDITIONpoured into 1N HCl (300 mL)
4. 4
   استخلاصextracted with dichloromethane (3×300 mL)
5. 5
   غسيلwashed with aqueous NaHCO3
6. 6
   غسيلwashed with brine
7. 7
   تجفيفdried over Na2SO4
8. 8
   تركيزconcentrated

الإجراء التجريبي

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).

المصدر