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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1518758Generated: November 3, 2026

Methyl iodide → HCID 86718365, compound

https://huagongshe.com/reaction/1518758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantSodium BisulfateHCID 516919—
ReactantHCID 86718364HCID 86718364—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86718365HCID 8671836591%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of NaH (0.707 g, 17.7 mmol) in THF (10.7 mL) at 0° C. was added 2.12b (1.14 g, 3.53 mmol) in DMF (1 mL), followed by MeI (1.33 mL, 21.2 mmol). After stirring at 0° C. for 1 hour, the reaction mixture was poured onto a ice cold mixture of 1.0 M aq. NaHSO4 solution and Et2O. The separated organic layer was washed with brine, dried over MgSO4, and concentrated. The residue was purified by silica gel column chromatography (0-50% EtOAc/heptane) to give 2.12c (1.08 g, 91% yield). MS m/z (M+23) 360.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09072696B2
Source datasetuspto-grants-2015_07
ORD IDord-26972f0161814498ab314ab87ce559d3
Source noteuspto-grants-2015_07