HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406398Generated: October 30, 2026
Dimethylformamide → 5-(1-Fluorocyclopropyl)-2-methoxybenzaldehyde
https://huagongshe.com/reaction/406398
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Bromo-4-(1-fluorocyclopropyl)-1-methoxybenzene | HCID 66633467 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(1-Fluorocyclopropyl)-2-methoxybenzaldehyde | HCID 86662655 | — |
Reaction Steps
n-Butyllithium (2.7M solution in hexane, 3.42 ml) was added at −78° C. to a solution of 2-bromo-4-(1-fluorocyclopropyl)-1-methoxybenzene (1.88 g) in THF (62 ml), followed by addition of a solution of DMF (650 μl) in THF. After the reaction mixture was stirred at −78° C. for 30 minutes, a saturated aqueous solution of sodium bicarbonate was added to the reaction mixture and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography to obtain the title compound (1.00 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08754100B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-4375d25adb354f42be72c9add84c9f60 |
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| Source note | uspto-grants-2014_06 |
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