HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 66887136, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Phthalimide, N-(2-formylethyl)- | HCID 75525 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 66885830 | HCID 66885830 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66887136 | HCID 66887136 | — |
Reaction Steps
To a solution of 1-(1-benzyl-5-methyl-1H-benzimidazol-2-yl)-2-methyl-propylamine (0.56 mmol) and 3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionaldehyde (114 mg, 0.56 mmol) in dry DCM (3 mL) at room temperature, was added sodium triacetoxyborohydride (119 mg, 0.56 mmol). After 10 min., acetic acid (34 μl, 0.56 mmol) was added to the reaction mixture. The mixture was stirred at room temperature for 1 h. The solvent was removed in vacuo and the solid was dissolved in ethyl acetate. The organic layer was washed with saturated NaHCO3, dried over MgSO4, filtered and the filtrate was concentrated in vacuo. The crude product was purified by flash chromatography to give crude material that was used in step 7.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07608723B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-f2ebe11b39754861bf2be1543dd5a942 |
| Source note | uspto-grants-2009_10 |