HuagongsheHuagongshe Chemistry Print Report · For research reference only
Calcium Carbonate → HCID 58975517, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Calcium Carbonate | HCID 10112 | — |
| Reactant | Sodium Bisulfite | HCID 23665763 | — |
| Reactant | Benzyltrimethylammoniumtribromide | HCID 53442637 | — |
| Reactant | tert-Butyl [(3S)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]carbamate | HCID 57049298 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58975517 | HCID 58975517 | 90.3% |
Reaction Steps
To a solution of 87D (750 mg, 2.42 mmol) in MeOH (12 mL) and CH2Cl2 (12 mL) stirring at RT under argon was added CaCO3 (484 mg, 4.83 mmol) and benzyltrimethylammonium tribromide (1.885 g, 4.83 mmol). After 18 h, 10% aqueous NaHSO3 (5 mL) was added to the reaction mixture, and stirring was continued for 30 min. Partial evaporation under vacuum was performed to remove nearly all of the organic solvents before the mixture was extracted twice with CH2Cl2. The combined extracts were washed with water, dried (MgSO4), and evaporated under vacuum. The resulting residue was chromatographed on silica gel eluted with 25% Et2O in CH2Cl2 to obtain the title compound (746 mg) as a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119808B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-15301b58f33843ba9dcd54f09dc0a339 |
| Source note | uspto-grants-2012_02 |