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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 885120Generated: November 1, 2026

Methyl iodide → Methyl 2-(1-(4-bromophenyl)cyclopentyloxy)acetate

https://huagongshe.com/reaction/885120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(1-(4-Bromophenyl)cyclopentyloxy)acetic acidHCID 68720335—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 2-(1-(4-bromophenyl)cyclopentyloxy)acetateHCID 68721066—

Reaction Steps

To an ambient solution of Example 30B (200 mg, 0.668 mmol) in N,N-dimethylformamide (4 mL) was added iodomethane (0.208 mL, 3.34 mmol) and potassium carbonate (184 mg, 1.34 mmol). The mixture was stirred at room temperature for 40 h, and then diluted with water (10 mL) and ethyl acetate (20 mL). The layers were separated, and the organic was washed with water (3×10 mL), brine (1×10 mL), dried over sodium sulfate, and concentrated under reduced pressure to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.67-1.72 (m, 2H), 1.74-1.84 (m, 4H), 2.10 (m, 2H), 3.58 (s, 3H), 3.67-3.70 (m, 2H), 7.34-7.40 (m, 2H), 7.51-7.57 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242139B2
Source datasetuspto-grants-2012_08
ORD IDord-de3f54d0309e488da01bedddc0e78000
Source noteuspto-grants-2012_08