HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 12992812, compound → 3-Cyclopropoxy-4-difluoromethoxy-benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 12992812 | HCID 12992812 | — |
| Catalyst | Manganese dioxide | HCID 14801 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-Cyclopropoxy-4-difluoromethoxy-benzaldehyde | HCID 11379177 | 75.9% |
Reaction Steps
To a solution of the 3-Cyclopropyloxy-4-difluoromethoxybenzyl alcohol from Step 5 (41 g, 179 mmol) in dichloromethane (1.2 L) was added MnO2 (220 g, 2.15 mol) in four portions over 2 days. When TLC indicated the reaction was complete, the mixture was diluted with ethyl acetate and filtered through Celite® (available from Aldrich Chemical Company, Inc., Milwaukee, Wis.), washing extensively with a succession of ethyl acetate, dichloromethane, EtOH and toluene. The combined filtrates were concentrated. Flash chromatography of the residue (silica gel; hexane/ethyl acetate 3:1 to 7:3) provided the 3-Cyclopropyloxy-4-difluoromethoxybenzaldehyde compound (31 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06399636B2 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-c959b189ace84b2eafaf79b0a74c683d |
| Source note | uspto-grants-2002_06 |