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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1020134Generated: October 30, 2026

Methyl iodide → HCID 59563815, compound

https://huagongshe.com/reaction/1020134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantMethyl 3-(diphenylmethyleneamino)-2-phenylpropanoateHCID 59563738—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59563815HCID 59563815—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of LiHMDS in THF cooled to −78° C. was added a solution of methyl 3-(diphenylmethyleneamino)-2-phenylpropanoate (E320) in THF also cooled to approximately −78° C. This solution stirred for 30 min at −78° C., then methyl iodide was added directly and the solution was warmed to 0° C. After 3 h the solution was poured into NH4Cl(sat) and extracted with EtOAc. The combined organics were dried (Na2SO4) filtered, and evaporated. Column chromatography (SiO2, 0-15% EtOAc/Hexanes) gave pure methyl 3-(diphenylmethyleneamino)-2-methyl-2-phenylpropanoate (E321).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716310B2
Source datasetuspto-grants-2014_05
ORD IDord-cfb7882781144b5491a227671b397b6a
Source noteuspto-grants-2014_05