HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1703060Generated: October 31, 2026
Hexamethylphosphorous triamide → Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, ethyl ester
https://huagongshe.com/reaction/1703060
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexamethylphosphorous triamide | HCID 15355 | — |
| Reactant | Diethyl (trichloromethyl)phosphonate | HCID 70085 | — |
| Reactant | Ethyl 3-formyl-2,2-dimethylcyclopropane-1-carboxylate | HCID 566079 | — |
| Solvent | Water | HCID 962 | — |
| Product | Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, ethyl ester | HCID 101094 | 88% |
Reaction Steps
16.3 g (0.1 mole) of tris-dimethylaminophosphine were added dropwise to a mixture of 25.5 g (0.1 mole) of trichloromethanephosphonic acid diethyl ester and 17.2 g (0.1 mole) of 3-formyl-2,2-dimethyl-cyclopropane-1-carboxylic acid ethyl ester at a temperature of 40° C. The reaction mixture was then warmed to 90° C. for 3 to 4 hours. It was subsequently cooled and poured into 200 ml of water. This suspension was extracted twice with 100 ml of methylene chloride each time. The combined extracts were dried over sodium sulphate and then concentrated. 3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid ethyl ester was obtained in a yield of 88% of theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04350824 |
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| Source dataset | uspto-grants-1982_09 |
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| ORD ID | ord-32139ff897d649c78470b13b9f78d01f |
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| Source note | uspto-grants-1982_09 |
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