Water → HCID 23078896, compound

To a suspension of 3,3-dimethylacrylic acid (1.3 g) and potassium carbonate (2.07 g) in N,N-dimethylformamide (15 mL) was added benzyl bromide (1.19 mL), and the mixture was stirred at room temperature for 4 hours. The reaction mixture was poured into water, and the resulting mixture was extracted with diethyl ether. The extract was washed with water and brine, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was dissolved in 2-propanol (20 mL). An ammonia gas was bubbled into the solution at −15° C. until saturation, and the mixture was stirred at 80° C. overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol 15/1-7/1) to give the title compound (0.31 g).

1. extractionthe resulting mixture was extracted with diethyl ether
2. washThe extract was washed with water and brine
3. dry with materialdried over anhydrous sodium sulfate
4. customThe solvent was removed under reduced pressure
5. dissolutionthe residue was dissolved in 2-propanol (20 mL)
6. customAn ammonia gas was bubbled into the solution at −15° C. until saturation
7. stirringthe mixture was stirred at 80° C. overnight
8. concentrationThe reaction mixture was concentrated under reduced pressure
9. customthe residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol 15/1-7/1)

ORD record

ord-183d5ed5aaaf4f03a0fbaf8ed575c75c

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08324176B2