Potassium Cyanide → HCID 21221316, compound

A mixture of potassium cyanide (1.16 g), 18-crown-6 (236 mg) and acetonitrile (18 ml) was stirred for 15 min under an atmosphere of argon. A mixture of methyl 3-(3-hydroxypropyl)phenoxyacetate (2.0 g) and tributylphosphine (1.99 g) in acetonitrile (10 ml) was added to the reaction mixture, followed by the dropwise addition of a solution of carbon tetrachloride (0.95 ml) in an acetonitrile (10 ml) with cooling in ice bath. The mixture was stirred overnight at room temperature. The mixture was diluted with ether, and washed with aqueous 10% citric acid. After the addition of carbon tetrachloride (10 ml), the mixture was washed with water and a saturated aqueous solution of sodium chloride, successively, dried over anhydrous magnesium sulfate, and evaporated. The residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=9:1) to give the title compound (1.47 g) having the following physical data.

1. additionwas added to the reaction mixture
2. temperaturewith cooling in ice bath
3. stirringThe mixture was stirred overnight at room temperature
4. washwashed with aqueous 10% citric acid
5. additionAfter the addition of carbon tetrachloride (10 ml)
6. washthe mixture was washed with water
7. dry with materiala saturated aqueous solution of sodium chloride, successively, dried over anhydrous magnesium sulfate
8. customevaporated
9. customThe residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=9:1)

ORD record

ord-c3b5ca2f2f4c414f8da007d890443b96

Source dataset

uspto-grants-1999_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05935985