HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromo-2-hydroxy-6-methoxybenzoic acid → 1-Bromo-4-methoxy-2-(methoxymethoxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromo-2-hydroxy-6-methoxybenzoic acid | HCID 13493838 | — |
| Reactant | 2-Bromo-5-methoxyphenol | HCID 13493839 | — |
| Solvent | Quinoline | HCID 7047 | — |
| Product | 1-Bromo-4-methoxy-2-(methoxymethoxy)benzene | HCID 14827037 | — |
Reaction Steps
1-Bromo-2-hydroxy-4-methoxybenzene. 3-Bromo-2-hydroxy-6-methoxybenzoic acid [T. de Paulis et. al. J. Med. Chem., (1985), 28, 1263-1269] (5 g, 0.02 mol) was heated in quinoline (200 mL) at 160° C. for 1 h. On cooling, the product was partitioned between Et2O and 3 M HCl. The organic extract was washed with water and brine then dried (MgSO4), filtered and evaporated to give the title compound which was recrystallized from 5% ethyl acetate/hexane (4 g, 97%); m.p. 40-42° C. Anal, Calc. for C7H7BrO2 : C, 41.41; H, 3,48. Found C, 41.39; H, 3.37.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06087389 |
| Source dataset | uspto-grants-2000_07 |
| ORD ID | ord-bf384df311084b2fa7a72045dc454052 |
| Source note | uspto-grants-2000_07 |