HCID 6919876, compound → Permethric acid

HRID 1646479Notes

Reaction equation

[CH3:1][C:2]1([CH3:12])[C@@H:4]([CH:5]=[C:6]([Cl:8])[Cl:7])[C@@H:3]1[C:9]([O-:11])=[O:10]>P([O-])([O-])([O-])=O>[CH3:1][C:2]1([CH3:12])[CH:4]([CH:5]=[C:6]([Cl:8])[Cl:7])[CH:3]1[C:9]([OH:11])=[O:10]

Participants

Conditions

Temperature: 30 °C

Procedure

Bacillus sp. DC-1 was cultivated in the same manner as in Example 38 and 0.5 g (wet weight) of cells was obtained from 100 ml of the cultured solution by centrifugation. After the harvested cells were suspended in 10 ml of 0.1M phosphate buffer solution (pH 8.0), 1.0 g of methyl (±)-cis, trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropane carboxylate (cis/trans ratio=45/55) was added to the suspension and the mixture was stirred at 30° C. for 96 hours. Extraction and isolation from the resulting mixture was performed in the same manner as in Example 38, thereby 0.277 g of 2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropane carboxylic acid was obtained. All of the starting methyl 2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropane carboxylate were recovered as it was excluding that which had been converted to 2,2-dimethyl-3(2,2-dichlorovinyl)cyclopropane carboxylic acid.

Workup

extractionExtraction and isolation from the resulting mixture

Sources & evidence

ORD record: ord-4af6485dfe9d401daef604581fa8f455
Source dataset: uspto-grants-1993_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05180671

Reaction notes

Loading…