Phosphoric Acid → Ethyl 5,5-dimethyl-3-oxo-octanoate

Under N2, 1,1′-Carbonyldiimidazole (294 g, 1.82 mol) and THF (1000 mL) was slowly added to 3,3-dimethylhexanoic acid (238 g, 1.65 mol in 200 mL of THF), to a 2 L 3-necked flask. After the addition was completed, the solution was stirred at ambient temperature for 3 hours. Ethyl malonate potassium salt (281 g, 1.65 mol), THF (1500 mL) and magnesium chloride (157 g, 1.65 mol) were added under N2 to a flask equipped with an over-head stirrer. The mixture was stirred at 50° C. for 3 hours. It was then cooled down to room temperature and above acid imidazolide solution was added. The resultant slurry was stirred for 18 hours. H3PO4 (30%, 1.5 L) was added and the mixture was stirred for 1 hour. The aqueous layer was separated and extracted with MTBE (3×700 mL). The combined organic layer was washed with K2CO3 (25%, 2×500 mL) and brine (1000 mL) and dried over magnesium sulfate (˜40 g). The drying reagent was filtered and solvent was removed to give 250 g of ethyl 5,5-dimethyl-3-oxo-octanoate (yield 71%).

1. additionAfter the addition
2. customequipped with an over-head stirrer
3. stirringThe mixture was stirred at 50° C. for 3 hours
4. additionwas added
5. stirringThe resultant slurry was stirred for 18 hours
6. stirringthe mixture was stirred for 1 hour
7. customThe aqueous layer was separated
8. extractionextracted with MTBE (3×700 mL)
9. washThe combined organic layer was washed with K2CO3 (25%, 2×500 mL) and brine (1000 mL)
10. dry with materialdried over magnesium sulfate (˜40 g)
11. filtrationThe drying reagent was filtered
12. customsolvent was removed

ORDレコード

ord-3c03a68442a645debdc61fe106770e73

出典データセット

uspto-grants-2001_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06329536B1