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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1995152Generated: October 29, 2026

Pyridine → (S)-alpha-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-[Z-2-(methoxycarbonyl)-ethenyl]-cyclopropane-carboxylate

https://huagongshe.com/reaction/1995152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant(2S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrileHCID 9837437—
Reactant(1R, cis)2,2-dimethyl-3-[(Z)-2-(methoxy carbonyl)-ethenyl]-cyclopropane-carboxylic acidHCID 12807748—
SolventDichloromethaneHCID 6344—
Product(S)-alpha-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-[Z-2-(methoxycarbonyl)-ethenyl]-cyclopropane-carboxylateHCID 1310599873.3%

Reaction Steps

7 g of the product of Step C, 7.3 g of dicyclohexylcarbodiiumide and 3 ml of pyridine were added to 50 ml of methylene chloride and after the addition of 8 g of (S)α-cyano-3-phenoxy-benzyl alcohol, the mixture was stirred at room temperature for 16 hours. The mixture was filtered and the filtrate was evaporated to dryness under reduced pressure. The 20 g of residue were crystallized from isopropyl ether to obtain 10.5 g of (S)-α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-[Z-2-(methoxycarbonyl)-ethenyl]-cyclopropane-carboxylate melting at 98° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04402972
Source datasetuspto-grants-1983_09
ORD IDord-24e47a4ddf88495baa74c7aa5fdebafc
Source noteuspto-grants-1983_09