HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 4-amino-5-chloro-2-methoxybenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-Amino-5-chloro-2-methoxybenzoic acid | HCID 81626 | — |
| Product | Methyl 4-amino-5-chloro-2-methoxybenzoate | HCID 700493 | — |
Reaction Steps
To a solution of 4-amino-5-chloro-2-methoxybenzoic acid (20.0 g, 99.2 mmol) in methanol (250 mL) was added thionyl chloride (7.2 mL, 99.2 mmol). The reaction was refluxed for 16 h then concentrated in vacuo. Purification by silica gel chromatography (0-90% ethyl acetate/hexanes) provided methyl 4-amino-5-chloro-2-methoxybenzoate (21.3 g, quantitative yield). LC/MS m/z 216.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633189B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-1a8eb2e703374331b98a5cd844ef7993 |
| Source note | uspto-grants-2014_01 |