HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → (9H-fluoren-9-yl)methyl 4-(2-phenylthiazol-4-yl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Thiobenzamide | HCID 683563 | — |
| Reactant | (9H-fluoren-9-yl)methyl 4-(bromoacetyl)piperidine-1-carboxylate | HCID 86685241 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (9H-fluoren-9-yl)methyl 4-(2-phenylthiazol-4-yl)piperidine-1-carboxylate | HCID 67353898 | 61% |
Reaction Steps
To a stirred solution of (9H-fluoren-9-yl)methyl 4-(bromoacetyl)piperidine-1-carboxylate (3 g, 7.03 mmol) in EtOH (20 mL) was added thiobenzamide (0.96 g, 7.03 mmol). This reaction mixture was stirred at RT for 24 h. NaHCO3 (3 g) was added and the reaction mixture was further stirred for 5 d. The reaction mixture was concentrated to afford the crude material which was chromatographed over silica gel eluting with a gradient (0-10% EtOAc:hexanes) to afford (9H-fluoren-9-yl)methyl 4-(2-phenylthiazol-4-yl)piperidine-1-carboxylate (2 g, 61%) as an off white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334269B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-fec98cb7b66744eb92fa19de0b0b8e70 |
| Source note | uspto-grants-2016_05 |