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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 849607Generated: October 29, 2026

Methyl iodide → HCID 19367212, compound

https://huagongshe.com/reaction/849607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 22004691HCID 22004691—
SolventAcetoneHCID 180—
ProductHCID 19367212HCID 1936721295%

Reaction Conditions

Temperature10 °C

Reaction Steps

235 g (1.66 mol) of methyl iodide and 212 g (1.39 mol) of 1,8-diazabicyclo[5.4.0]undec-7-ene, dropwise, were successively added to a solution of 288 g (1.17 mol) of (RS)-6-(2-methoxyphenyl)-3-oxocyclohexene-1-carboxylic acid in 2.5 dm3 of acetone and then the mixture was brought to reflux for one hour. The acetone was subsequently concentrated and then the residue was stirred with 1 dm3 of water. After cooling to 10° C., the precipitate formed was filtered off, washed with petroleum ether and then dried at 50° C. 289 g (95%) of methyl (RS)-6-(2-methoxyphenyl)-3-oxocyclohexene-1-carboxylate were thus obtained in the form of a mustard-coloured powder, the characteristics of which were as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06013662
Source datasetuspto-grants-2000_01
ORD IDord-0aaee2ac51f14e868b24831207f58018
Source noteuspto-grants-2000_01