HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460311Generated: October 25, 2026
Water → 7-Bromo-1,3-dioxaindane-5-carbaldehyde
https://huagongshe.com/reaction/460311
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dibromomethane | HCID 3024 | — |
| Reactant | 5-Bromo-3,4-dihydroxybenzaldehyde | HCID 85405 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-Bromo-1,3-dioxaindane-5-carbaldehyde | HCID 2320243 | 60.5% |
Reaction Steps
To a solution of 3-bromo-4,5-dihydroxy-benzaldehyde (1.52 g, 7.02 mmol) in DMF (20 mL), were added KF (4.077 g, 70.18 mmol) followed by dibromomethane (1 mL, 14.04 mmol) and the mixture heated at 140° C. for 4 hours. The solution was cooled to room temperature, water was added and the mixture extracted with ether. The organic layer was further washed with saturated aqueous NaHCO3, dried (MgSO4), filtered and evaporated to give 973 mg of 7-bromo-benzo[1,3]dioxole-5-carbaldehyde. 1H NMR (300 MHz; CDCl3): δ 6.16 (s, 2H), 7.26 (s, 1H), 7.54 (s, 1H), 9.76
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07196108B2 |
|---|
| Source dataset | uspto-grants-2007_03 |
|---|
| ORD ID | ord-0d38999cde49444faa0534a1045bfd1b |
|---|
| Source note | uspto-grants-2007_03 |
|---|