HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl bromide → Methyl 3-(Allyloxy)-5-methoxybenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3-hydroxy-5-methoxybenzoate | HCID 13941268 | — |
| Product | Methyl 3-(Allyloxy)-5-methoxybenzoate | HCID 53682818 | — |
Reaction Steps
3-Hydroxy-5-methoxybenzoic acid methyl ester is reacted with allyl bromide in the presence of potassium carbonate to give 3-allyloxy-5-methoxybenzoic acid methyl ester. B.p. 128°-30°C/0.4 mmHg. The ester is hydrolized to the corresponding acid with 20% potassium hydroxide in aqueous ethanol. The acid (m.p. 85°-7°C) when heated for 2 hours at 230°C undergoes Claisen rearrangement and cyclization to the title compound which melts at 195°-7°C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03935236 |
| Source dataset | uspto-grants-1976_01 |
| ORD ID | ord-a9efad00ab2947f5b932dbc893150888 |
| Source note | uspto-grants-1976_01 |