HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfate → 2-Bromo-3,4-dimethoxybenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromoisovanillin | HCID 224011 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Bromo-3,4-dimethoxybenzaldehyde | HCID 618538 | 91% |
Reaction Conditions
| Temperature | -10 °C |
|---|
Reaction Steps
A stirred suspension of 2-bromo-3-hydroxy-4-methoxybenzaldehyde (commercially available, 24 g, 104 mmol) and K2CO3 (29.4 g, 213 mmol) in DMF (125 ml) was cooled to −10° C. Dimethylsulfate (9.6 ml, 102 mmol) was added, the reaction was warmed to room temperature and stirred overnight. The resulting solution was quenched with water (375 ml) and the resulting suspension stirred overnight. The resulting suspension was filtered and the solid dried in vacuo at 50° C. to give 23.1 g of the subtitle product (91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06734303B2 |
| Source dataset | uspto-grants-2004_05 |
| ORD ID | ord-77781cbf596048309d1391566e70b02b |
| Source note | uspto-grants-2004_05 |