HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → HCID 66889092, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl 5-amino-2,3-dihydro-1H-indole-1-carboxylate | HCID 22240520 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66889092 | HCID 66889092 | 100% |
Reaction Steps
Benzoyl chloride (305 μL, 1.5 eq.) was added to a solution of 5-amino-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (407 mg, 1.74 mmol) and triethylamine (1.2 mL, 5.0 eq.) in dichloromethane (5 mL) at 0° C. and the resulting mixture was stirred for 15 min. The reaction was then quenched by addition of sat. NaHCO3 and the mixture was extracted with 3×EtOAc. The combined extracts were dried over Na2SO4, filtered, concentrated and the product was purified by chromatography (20 to 100% EtOAc-hexanes) to give 5-benzoylamino-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (588 mg, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07868002B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-a03867ba151f4d92b4456dea3d0d0634 |
| Source note | uspto-grants-2011_01 |