HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 3-(5-Hydroxymethyl-2-methyl-thiazol-4-yl)-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 3-(5-Bromomethyl-2-methyl-thiazol-4-yl)-benzoic acid methyl ester | HCID 69688692 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(5-Hydroxymethyl-2-methyl-thiazol-4-yl)-benzoic acid methyl ester | HCID 69688043 | — |
Reaction Steps
3-(5-bromomethyl-2-methyl-thiazol-4-yl)-benzoic acid methyl ester was stirred in DMF (16 mL) together with KOAc (2.35 g) at 20° C. for 20 min. MeOH (32 mL) and naOMe (0.86 g) were added and stirring was continued at 50° C. for 30 min. The mixture was partitioned between AcOEt and brine and the organic layer was dried and evaporated. The residual oil was chromatographed on silica gel using AcOEt/hexane (1:1) as eluent to give 3-(5-hydroxymethyl-2-methyl-thiazol-4-yl)-benzoic acid methyl ester (2.93 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06544985B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-e47c8f9d2e404fd99a9e89886f22874e |
| Source note | uspto-grants-2003_04 |