Ethyl Acetate → 2-Methyl-beta-octadecyl-1,3-dioxolan-2-propanol

To a suspension of about 3.75 g of lithium aluminum hydride in about 100 ml of ether at about 0° C., was added dropwise, under argon, over about 20 minutes, a solution of about 29 g of 2-methyl-α-octadecyl-1,3-dioxolan-2-propanoic acid, ethyl ester in about 200 ml of ether. This mixture was stirred about 40 minutes at room temperature, then about 15 ml of ethyl acetate were added dropwise, followed by about 1.5 ml of water, about 3 ml of about 15% sodium hydroxide and about 4 ml of water. The mixture was then filtered through celite and the solid washed with ether. The solvent was removed from the filtrate, giving an oil which crystallized on standing, giving about 24.1 g of the desired title compound, mp 34°-35° C.

1. additionwas added dropwise, under argon, over about 20 minutes
2. filtrationThe mixture was then filtered through celite
3. washthe solid washed with ether
4. customThe solvent was removed from the filtrate
5. customgiving an oil which
6. customcrystallized

ORD record

ord-f937a14c4e2644b1b6c42cf2ce43211b

Source dataset

uspto-grants-1987_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04640913