Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 261256Generated: October 31, 2026

m-Chloroperbenzoic acid → 2,2,2-Trichloroethyl 2chloromethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate-1-oxide

https://huagongshe.com/reaction/261256

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactant2,2,2-Trichloroethyl 2-chloromethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylateHCID 12895267—
SolventChloroformHCID 6212—
Product2,2,2-Trichloroethyl 2chloromethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate-1-oxideHCID 7059054579.5%

Reaction Steps

A solution of m-chloroperbenzoic acid (2.03 g) in chloroform (30 ml) was added dropwise to a solution of 2,2,2-trichloroethyl-2-chloromethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate (5.0 g) in chloroform (40 ml) at -10°--5° C. under stirring, and then the mixture was stirred at -10°--5° C. for 1 hour. After the solid was filtered off, the filtrate was washed with a saturated sodium becarbonate aqueous solution and water, in turn, and then dried over magnesium sulfate. After removal of solvent, the residue was crystallized by adding ethanol. The crystal was filtered and recrystallized from ethanol to give 2,2,2-trichloroethyl 2-chloromethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate-1-oxide (4.10 g), mp 130°-131° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04164497
Source datasetuspto-grants-1979_08
ORD IDord-6c2bd59c67eb4b6eac43fdd972678736
Source noteuspto-grants-1979_08