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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 544428Generated: October 26, 2026

Hydrochloric Acid → (2-phenoxy-4-thiazolyl)-methyl (1R,3R)2,2-dimethyl-3-(2,2-dibromoethenyl)-cyclopropane-1-carboxylate

https://huagongshe.com/reaction/544428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPyridineHCID 1049—
ReactantDeltamethric Acid ChlorideHCID 12940583—
ReactantHCID 13106143HCID 13106143—
SolventBenzeneHCID 241—
Product(2-phenoxy-4-thiazolyl)-methyl (1R,3R)2,2-dimethyl-3-(2,2-dibromoethenyl)-cyclopropane-1-carboxylateHCID 1310262679.5%

Reaction Conditions

Temperature20 °C

Reaction Steps

1.6 ml of pyridine was added dropwise at 0° C. to a solution of 1.7 g of (1R,3R) 2,2-dimethyl-3-[2,2-dibromoethenyl]-cyclopropane-1-carboxylicacid chloride and 1 g of the product of Step B in 20 ml of benzene and the mixture was stirred for 2 hours at 20° C. and was poured into aqueous N hydrochloric acid solution. The decanted organic phase was washed with water, dried and evaporated to dryness. The residue was chromatographed over silica gel and was eluted with a 9-1 hexane-ethyl acetate mixture to obtain 1.87 g of (2-phenoxy-4-thiazolyl)-methyl (1R,3R)2,2-dimethyl-3-(2,2-dibromoethenyl)-cyclopropane-1-carboxylate melting at ≃50° C. and having a specific rotation of [α]D20 =-9°±1° (c=1% in benzene).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04450169
Source datasetuspto-grants-1984_05
ORD IDord-ea903fdccae940ff8c0c13b47091546d
Source noteuspto-grants-1984_05