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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626857Generated: November 2, 2026

Methyl iodide → Ethyl 2-(2,3-dihydrobenzo[b][1,4]dioxin-7-yl)propanoate

https://huagongshe.com/reaction/1626857

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 18693373HCID 18693373—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductEthyl 2-(2,3-dihydrobenzo[b][1,4]dioxin-7-yl)propanoateHCID 18693671—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of Ethyl 2-(2,3-dihydrobenzo[b][1,4]dioxin-7-yl)acetate (257 mg, 1.16 mmol) in DMF (2 mL) was added NaH (50 mg, 1.25 mmol) and iodomethane (167 mg, 1.18 mmol) in DMF (0.5 mL) at 0° C. The reaction mixture was stirred for 1 hrs at 0° C. then diluted with H2O (20 mL) and extracted with EtOAc (20 mL). The organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using EtOAc:hexanes (1:6) as eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785474B2
Source datasetuspto-grants-2014_07
ORD IDord-4d9c01849b17477faef48f4b384c5f01
Source noteuspto-grants-2014_07