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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896070Generated: October 30, 2026

Methyl iodide → HCID 22349532, compound

https://huagongshe.com/reaction/896070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant6-bromo-2,3-dihydro-1H-inden-1-olHCID 2754824—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22349532HCID 2234953289%

Reaction Steps

To a solution of 6-bromoindanol (0.51 g, 2.4 mmol) in anhydrous tetrahydrofuran (10 mL), was added sodium hydride (0.097 g, 3.84 mmol) over a period of five minutes at room temperature. The reaction mixture was stirred at room temperature for fifteen minutes and iodomethane (0.22 mL, 3.6 mmol) was added. After thirty minutes at room temperature, the reaction mixture was partitioned between ethyl acetate (20 mL) and water (20 mL). The ethyl acetate layer was washed with brine (20 mL), dried over sodium sulfate and concentrated to yield the title compound (0.485 g, 89%). 1H NMR (CDCl3) : □ 7.5 (s, 1H), 7.3 (d, 1H), 7.0 (d, 1H), 4.7 (m, 1H), 3.3 (s, 3H), 3.0 (m, 1H), 2.7 (m, 1H), 2.3 (m, 1H), 2.0 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919335B2
Source datasetuspto-grants-2005_07
ORD IDord-e819a17da0f845b0bfba26e925c8899f
Source noteuspto-grants-2005_07