HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097463Generated: October 30, 2026
Dimethylformamide → 4-Bromo-2-cyclobutoxy-1-methoxymethoxybenzene
https://huagongshe.com/reaction/2097463
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Bromocyclobutane | HCID 78110 | — |
| Reactant | HCID 57256524 | HCID 57256524 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Bromo-2-cyclobutoxy-1-methoxymethoxybenzene | HCID 66602656 | 66% |
Reaction Steps
To 10 ml of N,N-dimethylformamide solution containing 1.73 g (7.4 mmol) of 5-bromo-2-methoxymethoxyphenol obtained in Reference Example 5-(b) were added 1.0 g (7.2 mmol) of potassium carbonate and 1.0 g (7.4 mmol) of cyclobutyl bromide, and the mixture was stirred at 100° C. for 5 hours. After completion of the reaction, 10 ml of water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer after separation was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The obtained residue was applied to silica gel column chromatography (Eluent; hexane:ethyl acetate=9:1 (V/V)), and the fractions containing the desired compound were concentrated under reduced pressure to obtain 1.4 g of the title compound as a colorless oil. (Yield: 66%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08450319B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-ff9ca79b9b274449971d161d0a1583de |
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| Source note | uspto-grants-2013_05 |
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