HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2-{4-[2-(4-Trifluoromethyl-phenyl)-acetoxymethyl]-phenylsulfanylmethyl}-benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 2-{4-[2-(4-Trifluoromethyl-phenyl)-acetoxymethyl]phenylsulfanylmethyl}benzoic acid 2,2,2-trichloro-ethyl ester | HCID 86650309 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | 2-{4-[2-(4-Trifluoromethyl-phenyl)-acetoxymethyl]-phenylsulfanylmethyl}-benzoic acid | HCID 58119470 | 69% |
Reaction Steps
The titled compound was prepared according to the method described for example 1 above from 2-{4-[2-(4-trifluoromethyl-phenyl)-acetoxymethyl]phenylsulfanylmethyl}benzoic acid 2,2,2-trichloro-ethyl ester (112 mg, 0.189 mmol), zinc (247 mg, 3.79 mmol), HOAc, 97% (1.08 mL, 18.9 mmol) and DCM (9 mL). The crude was submitted to flash chromatography using heptane and EtOAc (70/30-60/40) as eluent to give the titled compound (60 mg, 69%) as a solid; 1H NMR (400 MHz, CDCl3): δ 3.72 (s, 2H), 4.57 (s, 2H), 5.09 (s, 2H), 7.18 (d, 2H), 7.24-7.30 (m, 3H), 7.31-7.46 (m, 4H), 7.48 (d, 2H), 8.05 (d, 1H); Mass spectrum: M−H+ 459.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181181B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-11ca173e6f264c02b6aeb47ed5876d5c |
| Source note | uspto-grants-2015_11 |