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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2041901Generated: November 1, 2026

Methyl iodide → HCID 66995363, compound

https://huagongshe.com/reaction/2041901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantLithium ChlorideHCID 433294—
ReactantHCID 65920453HCID 65920453—
SolventDimethylformamideHCID 6228—
ProductHCID 66995363HCID 66995363134.2%

Reaction Steps

To a solution of tert-butyl 3-(2,3-difluorophenyl)-3-hydroxyazetidine-1-carboxylate (1.1 g, 3.86 mmol) in N,N-dimethylformamide (15 mL), was added sodium hydride (60% dispersion in mineral oil, 0.31 g, 7.7 mmol). The mixture was stirred for 20 min and methyliodide (0.29 mL, 4.63 mmol) was added. The mixture was stirred for 30 min, aqueous lithium chloride (50 ml, 5%) was added and the aqueous phase was extracted with ethyl acetate (2×50 mL). The combined organic phase was dried (Na2SO4), filtered and evaporated to give the title compound (1.55 g). MS m/z (rel. intensity, 70 eV) 299 (M+, 1), 223 (21), 169 (62), 140 (49), 57 (bp).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586572B2
Source datasetuspto-grants-2013_11
ORD IDord-23b7bf3e7d664ded99bc0eb9940db4c7
Source noteuspto-grants-2013_11