HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-Tert-butyl-2-(2-formyl-4-methoxyphenoxymethyl)thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Hydroxy-5-methoxybenzaldehyde | HCID 95695 | — |
| Reactant | 2-Bromomethyl-4-tert-butylthiazole | HCID 19603750 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 4-Tert-butyl-2-(2-formyl-4-methoxyphenoxymethyl)thiazole | HCID 19092822 | 72.8% |
Reaction Steps
A mixture of 2-bromomethyl-4-tert-butylthiazole (3.4 g), 2-hydroxy-5-methoxybenzaldehyde (2.21 g) and potassium carbonate (2.0 g) in acetone (25 ml) was stirred under reflux for 7 hours. After being filtered, the filtrate was concentrated under reduced pressure to give a crude residue. The residue was subjected to column chromatography on silica gel and eluted with a mixture of toluene and ethyl acetate. The fractions containing object compound were combined and concentrated under reduced pressure to give a syrup. The syrup was crystallized from n-hexane and filtered to give 4-tert-butyl-2-(2-formyl-4-methoxyphenoxymethyl)thiazole (3.23 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05296495 |
| Source dataset | uspto-grants-1994_03 |
| ORD ID | ord-d52a2cf1a8b74187a4e11abb46edc4f6 |
| Source note | uspto-grants-1994_03 |