HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283165Generated: October 31, 2026
Water → 3-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzaldehyde
https://huagongshe.com/reaction/2283165
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | 4-(Difluoromethoxy)-3-hydroxybenzaldehyde | HCID 2758295 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzaldehyde | HCID 18973698 | — |
Reaction Steps
4-Difluoromethoxy 3-hydroxy benzaldehyde in tetrahydrofuran (5 vol with respect to 4-Difluoromethoxy 3-hydroxy benzaldehyde) was taken in a vessel and DBU (1.5 eq respect to 4-Difluoromethoxy 3-hydroxy benzaldehyde) was added. To this first lot of cyclopropylmethylbromide (1.5 eq respect to 4-Difluoromethoxy 3-hydroxy benzaldehyde) was added and heated to 75-80° C. After 2 hours second lot of cyclopropylmethyl bromide (0.5 eq with respect to 4-Difluoromethoxy 3-hydroxy benzaldehyde) was added and maintained at 75-80° C. for 2 hours. To this third lot of cyclopropylmethyl bromide (0.5 eq with respect to 4-Difluoromethoxy 3-hydroxy benzaldehyde) was added and maintained for 2 hours. The reaction mass was cooled to 20-25° C. and water was added. The reaction mixture was extracted with EtOAc and EtOAc extracts were washed with water. EtOAc was distilled out under reduced pressure at 40° C. to get 3-cyclopropylmethoxy 4-Difluoromethoxy benzaldehyde as brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09145365B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-a89a4979bf8a4ceeac5940a3c6fc1ec6 |
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| Source note | uspto-grants-2015_09 |
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