HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2-(3-Bromophenyl)-3-[4-(methoxycarbonyl)phenyl]butanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Anisole | HCID 7519 | — |
| Reactant | Methyl 4-{2-(3-bromophenyl)-3-[(4-methoxybenzyl)oxy]-1-methyl-3-oxopropyl}benzoate | HCID 67262891 | — |
| Product | 2-(3-Bromophenyl)-3-[4-(methoxycarbonyl)phenyl]butanoic acid | HCID 67262815 | — |
Reaction Steps
The intermediate from Step B (0.8 g, 1.6 mmol) was treated with 4-methoxy benzene (2 mL) and trifluoroacetic acid (15 mL). After stirring for 1.5 hours the solution was concentrated and the residue purified by silica gel chromatography using a hexanes/ethyl acetate gradient (containing 0.05% acetic acid) to give the title compounds as mixture of diastereomers. 1H NMR (400 MHz, CDCl3): selected data δ 3.90 (s); 3.85 (s); 3.72-3.64 (m); 3.52-3.42 (m); 1.39 (d, J=6.8 Hz); 1.03 (d, J=7.0 Hz). LCMS1 3.34 min. (M+H)=377. LC1 3.57 min. (M+H)=377.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687534B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-72de7cc848554b00a14f126e48797daa |
| Source note | uspto-grants-2010_03 |