HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,5-Diazabicyclo(5,4,0)undec-5-ene | HCID 314112 | — |
| Reactant | HCID 11557959 | HCID 11557959 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester | HCID 94591 | 91% |
Reaction Steps
A mixture of 13.0 g (0.050 mol) of methyl 2,2-dimethyl-3-(2,2,2-trichloroethyl)cyclopropane-1-carboxylate (compound Z, C/T=77/23), 9.12 g (0.060 mol) of 1,5-diazabicyclo[5.4.0]undec-5-ene and 50 ml of dimethylformamide was stirred at 100° for 1 hour, then allowed to cool to room temperature and poured into 1 N hydrochloric acid. The mixture was extracted with ether and the ether extracts were combined, washed with brine, dried over magnesium sulfate and concentrated to give 10.15 g (91% yield) of methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate, 94% purity, C/T=76/24.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04166064 |
| Source dataset | uspto-grants-1979_08 |
| ORD ID | ord-6b419477173d4566a73bc15565adbd1f |
| Source note | uspto-grants-1979_08 |