HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58975081, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-phenyl-2,3-dihydro-1H-indole | HCID 10932353 | — |
| Reactant | 4-(4-Fluoro-benzylcarbamoyl)-benzenesulfonyl chloride | HCID 58975125 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58975081 | HCID 58975081 | — |
Reaction Steps
Stir 3-phenyl-2,3-dihydro-1H indole (0.233 g, 1.19 mmol), 4-(4-fluoro-benzylcarbamoyl)-benzenesulfonyl chloride (1 equiv.), Et3N (0.50 mL, 0.36 g, 3.57 mmol), DMA (0.015 g, 0.123 mmol) in CH2Cl2 (45 mL) overnight under N2. Dilute the CH2Cl2 to 150 mL and pour into a saturated solution of NaHCO3 (50 mL) and stir for 15 minutes. Separate the organic layer and wash with H2O (100 mL), extract with 1N HCl (2×75 mL), wash with brine, separate and dry (MgSO4). Filter and evaporate followed by chromatography on the ISCO using a 40 g silica gel column and elute with EtOAc-hexane 90-100%) to give 0.33 g of the racemic compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07595339B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-ef42f56319d34c92ad814459e7665666 |
| Source note | uspto-grants-2009_09 |