Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2212057Generated: November 1, 2026

Bromomethylcyclopropane → 0-Cyclopropylmethyl (2,6-dichlorophenyl)acetamidoxime

https://huagongshe.com/reaction/2212057

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromomethylcyclopropaneHCID 81503—
Reactant2-(2,6-Dichloro-phenyl)-N-hydroxy-acetamidineHCID 2758164—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantMonosodium phosphateHCID 23672064—
SolventDimethylformamideHCID 6228—
Product0-Cyclopropylmethyl (2,6-dichlorophenyl)acetamidoximeHCID 131725916—

Reaction Conditions

Temperature-20 °C

Reaction Steps

10.0 g (46 mmol) of (2,6-dichlorophenyl)acetamidoxime in 40 ml of dimethylformamide were admixed with 6.5 g (48 mmol) of cyclopropylmethyl bromide. The mixture was cooled to −20° C. and admixed dropwise with 5.4 g (48 mmol) of potassium tert-butoxide in 20 ml of dimethylformamide. The mixture was stirred at −20° C. for 1 h and then at room temperature overnight, poured into aqueous sodium dihydrogen phosphate buffer (pH 6) and extracted 5 times with diethyl ether. The combined extracts were washed twice with water and once with saturated sodium chloride solution, dried over sodium sulfate and concentrated under reduced pressure. Yield: 12.3 g of a yellow oil which was reacted further without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07101900B2
Source datasetuspto-grants-2006_09
ORD IDord-f1af577398d34c7e9d80b35139659b9f
Source noteuspto-grants-2006_09