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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1155007Generated: October 26, 2026

Water → Cyclopropanecarboxylic acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, cyano(3-phenoxyphenyl)methyl ester, (1R-(1alpha(S*),3alpha))-

https://huagongshe.com/reaction/1155007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
Reactant3-PhenoxybenzaldehydeHCID 38284—
Reactant3-(2,2-Dibromoethenyl)-2,2-dimethylcyclopropane-1-carbonyl chlorideHCID 12940582—
SolventTetrahydrofuranHCID 8028—
SolventOxolane--water (1/1)HCID 21881883—
ProductCyclopropanecarboxylic acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, cyano(3-phenoxyphenyl)methyl ester, (1R-(1alpha(S*),3alpha))-HCID 2982115%

Reaction Steps

Sodium cyanide (0.80 g, 0.016 mole) was charged to a reaction vessel together with 25 ml of a mixture of water and tetrahydrofuran (1/1 by volume). 3-Phenoxybenzaldehyde (2.31 g, 0.012 mole) in 10 ml of water/tetrahydrofuran solution (1/1 by volume) was then added in one portion, and 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarbonyl chloride (4.4 g, 0.014 mole) was added dropwise over a 15 minute period. The reaction mixture was stirred for 2 hours at 20°, and the desired ester (6.97 g, 86% pure by glpc) was isolated as described in Example 1E. EXAMPLE 3

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04299776
Source datasetuspto-grants-1981_11
ORD IDord-653df502c4eb44a2852f90dcf41cff8b
Source noteuspto-grants-1981_11