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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361883Generated: October 30, 2026

Methyl iodide → HCID 13141014, compound

https://huagongshe.com/reaction/2361883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantBenzyl cyclopropylcarbamateHCID 13141013—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 13141014HCID 1314101491%

Reaction Steps

To a solution of cyclopropyl-carbamic acid benzyl ester (11.8 g) and methyl iodide (excess) in THF (80 mL) and DMF (20 mL) at 0° C. was added NaH (2.20 g, 91.6 mmol) and the resulting mixture was warmed to room temperature and stirred overnight. The reaction was then quenched at 0° C. by sat. NaHCO3. The separated aqueous phase was extracted several times with EtOAc. The combined extracts were dried over Na2SO4, filtered and concentrated. The residue was purified by chromatography (5% to 20% EtOAc/hexanes) to give cyclopropyl-methyl-carbamic acid benzyl ester (11.32 g, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691814B2
Source datasetuspto-grants-2014_04
ORD IDord-25c59a0569ae4dcc98e8942ded80e85f
Source noteuspto-grants-2014_04