Carbon Dioxide → HCID 14818200, compound

The above-obtained solution was cooled to -70° C. in a bath of dry ice and acetone, subsequently 0.56 g (10 mmoles) of 2-methyl-l-propene was bubbled into the cooled solution, and then 88 mg (1 mmole) of methyl glyoxylate was added to the solution. Then, the mixture was allowed to react at -30° C. for 15 hours. Subsequently, 10 ml of an aqueous sodium hydrogencarbonate solution was added to terminate the reaction. The reaction mixture was filtered through Celite and extracted with two 20 ml portions of diethyl ether and two 20 ml portions of ethyl acetate, and the extract was dried over anhydrous magnesium sulfate. Thereafter, the solvents were distilled off, and hexane was added to the residue to crystallize binaphthol. The remaining solution was purified by means of silica gel column chromatography to obtain 0.10 g of methyl (R)-2-hydroxy-4-methyl-4-pentenoate. The yield was 72%.

1. customwas bubbled into the cooled solution
2. customto react at -30° C. for 15 hours
3. customto terminate
4. customthe reaction
5. filtrationThe reaction mixture was filtered through Celite
6. extractionextracted with two 20 ml portions of diethyl ether and two 20 ml portions of ethyl acetate
7. dry with materialthe extract was dried over anhydrous magnesium sulfate
8. distillationThereafter, the solvents were distilled off
9. additionhexane was added to the residue
10. customto crystallize binaphthol
11. customThe remaining solution was purified by means of silica gel column chromatography

ORD record

ord-26f6730a6ab94bdf874df9cf9fa0965e

Source dataset

uspto-grants-1990_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04965398