HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 86692738, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1-(4-Chlorophenyl)-2,2,2-trifluoroethan-1-amine | HCID 24693275 | — |
| Reactant | HCID 67124545 | HCID 67124545 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86692738 | HCID 86692738 | — |
Reaction Steps
A solution of (1R,2R)-2-(4-bromophenyl)-4-oxo-cyclohexane-carboxylic acid (100 mg, 0.300 mmol), 1-(4-chlorophenyl)-2,2,2-trifluoro-ethanamine (the faster eluting enantiomer on AD-H chiral column using MeOH/SF CO2; 62.8 mg, 0.300 mmol) and HOBT (45.9 mg, 0.300 mmol) in CH2Cl2 (5 mL) was reacted with EDC (115 mg, 0.600 mmol) and DMAP (36.6 mg, 0.300 mmol). The reaction was aged at rt until it was complete. The mixture was concentrated and purified on a silica gel column by eluting with 0-50% EtOAc/hexanes to afford the title compound. HPLC/MS: 488.1/490.0 (M+1); Rt=1.19 min (LC-2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669252B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-4f6a9f9d816d45d591fc7dbe8ebc5472 |
| Source note | uspto-grants-2014_03 |