Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1833427Generated: November 1, 2026

Phenylacetyl chloride → 6-(2-Phenylacetamido)-2,2-dimethyl-3-(O-methylphosphono)penam

https://huagongshe.com/reaction/1833427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylacetyl chlorideHCID 7679—
ReactantSodium HydroxideHCID 14798—
Reactant6-amino-2,2-dimethyl-3-(O-methylphosphono)penamHCID 86734860—
SolventWaterHCID 962—
Product6-(2-Phenylacetamido)-2,2-dimethyl-3-(O-methylphosphono)penamHCID 86735328—

Reaction Conditions

Temperature0 °C

Reaction Steps

A stirred slurry of 532 mg. (0.002 mole) of 6-amino-2,2-dimethyl-3-(O-methylphosphono)penam in 10 ml. of water is cooled to 0° C., and the pH is then adjusted to 8.0 using 1N sodium hydroxide. To this solution is then added 0.27 ml. (310 mg., 0.002 mole) of phenylacetyl chloride, in portions, with the pH of the solution being maintained between 7 and 8 during the addition, using 0.1 N sodium hydroxide. The solution is stirred in additional 30 minutes at 0° C. and pH 7. It is concentrated in vacuo to a small volume and the title compound purified by Sephadex LH-20 chromatography, eluting with water.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04066657
Source datasetuspto-grants-1978_01
ORD IDord-b45fe0df559c4ba988bc9912611c273d
Source noteuspto-grants-1978_01