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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1277342Generated: October 30, 2026

Methyl iodide → HCID 53760192, compound

https://huagongshe.com/reaction/1277342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantDiisopropylamineHCID 7912—
ReactantHCID 9728HCID 9728—
ReactantAmmonium ChlorideHCID 25517—
Reactant1,3-dithiane-2-carbonitrileHCID 311839—
ReactantLithium diisopropylamideHCID 2724682—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 53760192HCID 53760192—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 1.45 g (10 mMole) of 1,3-dithian-2-carbonitrile in 10 ml of tetrahydrofuran is added to lithium diisopropylamide, prepared from diisopropylamine (1.01 g, 10 mMole) and butyllithium (4.8 ml of a 2.1 M solution, 10 mM) in 20 ml of tetrahydrofuran at -70° C. To the solution is added 1.25 g (9,5 mMole) of 3-monofluoromethylacrylic acid ethyl ester in 5 ml of tetrahydrofuran and the reaction mixture is stirredat -70° C. for 30 minutes after which 1.3 g (10 mMole) of methyl iodide is added and the mixture is maintained at 0° C. for 15 hours, then poured into aqueous ammonium chloride and extracted with ether. The ether solution is dried and evaporated to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04277395
Source datasetuspto-grants-1981_07
ORD IDord-4111cf2876f04d50b243b775774c20af
Source noteuspto-grants-1981_07