HuagongsheHuagongshe Chemistry Print Report · For research reference only
Vanillin → 3,4,5-Trimethoxybenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Vanillin | HCID 1183 | — |
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | Carbonate Ion | HCID 19660 | — |
| Reactant | 3,4-Dihydroxy-5-methoxybenzaldehyde | HCID 77535 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 3,4,5-Trimethoxybenzaldehyde | HCID 6858 | — |
Reaction Steps
U.S. Pat. No. 3,855,306 discloses methylation of 5-hydroxyvanillin (initially prepared from vanillin by bromination and subsequent hydrolysis) with dimethyl sulfate in the presence of an alkali carbonate in an organic medium such as acetone. 3,4,5,-Trimethoxybenzaldehyde in yields of about 94% are obtained in this method, but the reaction is slow and operating with organic solvents presents disadvantages of operation and cost.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04065504 |
| Source dataset | uspto-grants-1977_12 |
| ORD ID | ord-e86a3e895a804610b62313758ada17e7 |
| Source note | uspto-grants-1977_12 |