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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2276912Generated: November 1, 2026

Dimethylformamide → HCID 68180680, compound

https://huagongshe.com/reaction/2276912

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
ReactantBenzo(b)thiophene-6-olHCID 88004—
Reactant(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl methanesulfonateHCID 15570840—
SolventWaterHCID 962—
ProductHCID 68180680HCID 68180680—

Reaction Conditions

Temperature100 °C

Reaction Steps

Dimethylformamide (10 mL) was added to a reactor containing 6-hydroxybenzothiophene (22, 619 mg, 4.12 mmol), (R/S)-(2,2-dimethyl-1,3-dioxolan-4-yl)methyl methanesulfonate ((R/S)-18a, 1.04 g, 4.95 mmol) and Cs2CO3(1.61 g, 4.95 mmol). The reaction mixture was agitated at 100° C. for 6 hours and then cooled to room temperature. After adding water, extracting with ethyl acetate, washing with saturated ammonium chloride aqueous solution, and removing water using sodium sulfate, column chromatography yielded 6-[(R/S)-(2,2-dimethyl-1,3-dioxolan-4-yl)methyloxy]benzothiophene ((R/S)-25, 1.08 g, 99%) as a liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133143B2
Source datasetuspto-grants-2015_09
ORD IDord-3545713035d342cfb0a0392adb3e0737
Source noteuspto-grants-2015_09