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 an acetonitrile (10 ml) was added to the reaction mixture followed by the dropwise addition of a solution of carbon tetrachloride (0.95 ml) in 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) the mixture
6. washwas 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-5a6447f9a7e3413b8bdc00e2f78bd745

Source dataset

uspto-grants-1997_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05703099