HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-methoxy-2,3-dihydro-1H-isoindol-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Bromo-5-methoxybenzonitrile | HCID 21784096 | — |
| Reactant | HCID 178418416 | HCID 178418416 | — |
| Catalyst | HCID 178506421 | HCID 178506421 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-methoxy-2,3-dihydro-1H-isoindol-1-one | HCID 22064719 | — |
Reaction Steps
Methanol (53 mL) and NEt3 (6.90 mL, 49.5 mmol) were added to 2-bromo-5-methoxybenzonitrile (5.25 g, 24.76 mmol) and Pd-dppf (Heraeus) (0.362 g, 0.495 mmol) in a pressure tube. The mixture was stirred under 60 psi of Carbon Monoxide at 80° C. for 8 hr. HPLC analysis (starting material retention time 3.24 min., product retention time 2.82 min.) indicated clean and complete conversion. The obtained solution was concentrated down to a light orange color solid, 6.66 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365512B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-f5d05bc9b37a4eadb2c0816cf9bc4954 |
| Source note | uspto-grants-2016_06 |