HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Acetylamino-5-butyryl-4-trifluoromethyl-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | 2-Acetylamino-5-(1-hydroxy-butyl)-4-trifluoromethyl-benzoic acid methyl ester | HCID 58532928 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Acetylamino-5-butyryl-4-trifluoromethyl-benzoic acid methyl ester | HCID 58532957 | 97.3% |
Reaction Steps
To a solution of Dess-Martin periodinane (514 mg, 1.18 mmol) in DCM (2.5 mL) at r.t. was added 2-acetylamino-5-(1-hydroxy-butyl)-4-trifluoromethyl-benzoic acid methyl ester (245 mg, 0.735 mmol). The reaction was stirred at r.t. for 1 h then diluted with EtOAc and poured onto 1:1 mixture water/sat. aq Na2SO3. The organic phase was washed twice with aq KHCO3, brine, dried (Na2SO4) and filtered. The filtrate was concentrated in vacuo to give the title compound (237 mg, 97% yield) as a beige product. ESI-MS: m/z 332 [M+H]+, m/z 330 [M−H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012988B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-e1f4000298ba4e09b5920613cf8e4d02 |
| Source note | uspto-grants-2011_09 |