HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → methyl 2-bromo-3-chlorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-Bromo-3-chlorobenzoic acid | HCID 33123 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | methyl 2-bromo-3-chlorobenzoate | HCID 53751442 | — |
Reaction Steps
To a solution of 2-bromo-3-chlorobenzoic acid (7.29 mmol) in 20 mL DCM and 1 mL DMF was added 1.06 mL thionyl chloride. After stirring at RT overnight, 5 mL MeOH were added and stirring was continued at RT for 1 h. The reaction mixture was cooled in an ice bath, quenched by adding a sat. aq. NaHCO3 solution and extracted twice with DCM. The combined organic layers were dried over MgSO4 and concentrated in vacuo to give the desired product as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409917B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-7abd6da93a9942c59eeb9ef8012602fc |
| Source note | uspto-grants-2016_08 |