HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Iodo-5-methylbenzoic acid → Benzoic acid, 2-iodo-5-methyl-, methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Iodo-5-methylbenzoic acid | HCID 142941 | — |
| Reactant | Trimethylorthoacetate | HCID 21927715 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | Benzoic acid, 2-iodo-5-methyl-, methyl ester | HCID 14263946 | — |
Reaction Steps
To a solution of 2-iodo-5-methyl benzoic acid (10.0 g, 0.038 mol) in toluene (200 mL) was added trimethylorthoacetate (25 mL) at room temperature. The reaction mixture was refluxed for 12 hours. The reaction mixture was cooled to room temperature and diluted with saturated sodium bicarbonate and ethyl acetate. The layers were separated and the organic layer washed with brine. The organic layer was dried (MgSO4) and solvent removed to give 1035 g of methyl 2-iodo-5-methylbenzoate (EX-25A) as a yellow oil with an m/z+1=277.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06908919B2 |
| Source dataset | uspto-grants-2005_06 |
| ORD ID | ord-56ce09cab16046a4aeacbaca2f03dfdc |
| Source note | uspto-grants-2005_06 |