Isovaleric Acid → Chloromethyl 3-methylbutanoate

1.532 g of isovaleric acid (1), 5.04 g of NaHCO3 and 0.518 g of tetrabutylammonium hydrogen sulfate were dissolved in a mixture solution of 50 ml of water and 50 ml of dichloromethane, and this mixture was ice-cooled. Then, to this mixture was added 3.025 g of chloromethyl-chlorosulfonate, and the reaction mixture was stirred for 0.5 hour at the same temperature and for 3 hours at room temperature. After the reaction, the organic layer was separated, washed with saturated saline solution and dried over magnesium sulfate. After removal of the solvent under reduced pressure, the resulting residue was purified by silica gel column chromatography (hexane: chloroform=3:1) to give 1.38 g (60%) of isovaleryloxy-methylchloride [Compound (2)].

1. temperaturecooled
2. customAfter the reaction
3. customthe organic layer was separated
4. washwashed with saturated saline solution
5. dry with materialdried over magnesium sulfate
6. customAfter removal of the solvent under reduced pressure
7. customthe resulting residue was purified by silica gel column chromatography (hexane: chloroform=3:1)

ORD-Eintrag

ord-6701e51660884ff3ad003b970062b79f

Quelldatensatz

uspto-grants-1999_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05886172