HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 2-(4-Carboxy-phenylsulfanylmethyl)-benzoic acid 2,2,2-trichloro-ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Mercaptobenzoic acid | HCID 95738 | — |
| Reactant | 2-(3-Carboxymethyl-phenylsulfanylmethyl)-benzoic acid 2,2,2-trichloro-ethyl ester | HCID 66864821 | — |
| Reactant | 2-Bromomethyl-benzoic acid 2,2,2-trichloro-ethyl ester | HCID 66865249 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-Carboxy-phenylsulfanylmethyl)-benzoic acid 2,2,2-trichloro-ethyl ester | HCID 66865243 | — |
Reaction Steps
The titled compound was prepared according to the method described for 2-(3-carboxymethyl-phenylsulfanylmethyl)-benzoic acid 2,2,2-trichloro-ethyl ester above from 4-mercapto-benzoic acid (60 mg, 0.389 mmol), 2-bromomethyl-benzoic acid 2,2,2-trichloro-ethyl ester (135 mg, 0.389 mmol), cesium carbonate (152 mg, 0.467 mmol) and DMF (2 mL). The crude material (85 mg, 52%) was used for the next step without further purification; 1H NMR (400 MHz, CDCl3): δ 4.70 (s, 2H), 5.15 (s, 2H), 7.40 (d, 2H), 7.44-7.60 (m, 3H), 7.82 (d, 2H), 7.96 (d, 1H), 12.9 (br s, 1H); Mass spectrum: M−H+ 418.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181181B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-2d69df748b084d98b6e9f6492c156b3a |
| Source note | uspto-grants-2015_11 |