HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 4-amino-3-(trifluoromethoxy)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 4-amino-3-(trifluoromethoxy)benzoic Acid | HCID 2735951 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 4-amino-3-(trifluoromethoxy)benzoate | HCID 53419671 | — |
Reaction Steps
To a stirred solution of 4-amino-3-trifluoromethoxy-benzoic acid (1.2 g, 5.4 mmol) in 16 mL of 4:1 THF:MeOH at 0° C. was added TMS-diazomethane (2M solution in hexane, 6 mL, 12 mmol) dropwise and conversion was monitored by TLC in 2/3 EtOAc/hexane. When complete, the reaction was concentrated to a white solid corresponding to the methyl ester (1.27 g, quantitative).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07608618B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-5800a3f92b2c43e0a46defda43216a5e |
| Source note | uspto-grants-2009_10 |