HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 18541324, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Diethyl Malonate | HCID 7761 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 4-[(2,6-dichlorobenzyl)oxy]benzaldehyde | HCID 735466 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 18541324 | HCID 18541324 | 98.6% |
Reaction Steps
To a solution of 4-(2,6-dichlorobenzyloxy)benzaldehyde (5.62 g, 20 mmol) and diethyl malonate (3.52 g, 22 mmol) in benzene (75 mL), were added piperidine (90 μL) and glacial acetic acid (0.25 mL). After refluxing for 24 h with azeotropic water removal, the cooled reaction was concentrated in vacuo then partitioned between ether and water. The organic extract was washed successively with 1N hydrochloric acid, saturated sodium bicarbonate solution, water, brine and dried (MgSO4). Removal of volitiles in vacuo afforded the crude title compound (8.35 g, 97%) which was used in the next step without farther purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06559179B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-08e06f6473a74a6d97f90567fea30d64 |
| Source note | uspto-grants-2003_05 |