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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221919Generated: October 30, 2026

Tetrahydrofuran → 1-Bromo-4-fluoro-2,5-bis[(1-methoxy-1-methylethoxy)methyl]benzene

https://huagongshe.com/reaction/221919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant2-MethoxypropeneHCID 8300—
ReactantSodium BicarbonateHCID 516892—
Reactant(2-Bromo-5-fluoro-4-hydroxymethylphenyl)-methanolHCID 59278999—
Catalystp-Toluenesulfonic acidHCID 6101—
Product1-Bromo-4-fluoro-2,5-bis[(1-methoxy-1-methylethoxy)methyl]benzeneHCID 5948876697%

Reaction Steps

(2-Bromo-5-fluoro-4-hydroxymethylphenyl)-methanol (71.3 mg, 0.303 mmol) was dissolved in tetrahydrofuran (1 mL), and 2-methoxypropene (214.7 mg, 2.97 mmol) was added thereto. The resultant mixture was cooled to 0° C., and then p-toluenesulfonic acid (1.0 mg. 0.0029 mmol) was added thereto. This mixture was stirred for 40 minutes, and then saturated aqueous sodium hydrogen carbonate was added. The resultant mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and then concentrated under reduced pressure, to thereby obtain the titled compound (111.7 mg, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207134B2
Source datasetuspto-grants-2012_06
ORD IDord-c6bb24346a804e0f93bba34cd9f536cb
Source noteuspto-grants-2012_06