HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide potassium salt → tert-Butyl 4-(aminomethyl)-3-nitrobenzylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Reactant | tert-Butyl 4-(bromomethyl)-3-nitrobenzylcarbamate | HCID 86595904 | — |
| Catalyst | Phthalimide potassium salt | HCID 24194345 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-Butyl 4-(aminomethyl)-3-nitrobenzylcarbamate | HCID 86595905 | 118.9% |
Reaction Steps
A mixture of compound 65b (1.08 g, 3.11 mmol) and potassium phthalimide (0.634 g) in DMF (10 mL) was stirred at rt overnight. Additional potassium phthalimide (0.063 g) was added and stirring was continued for 4 h. The reaction was diluted with ethyl acetate, washed with water and brine, dried, and concentrated. The residue was dissolved in ethanol (20 mL) and hydrazine (0.34 mL) was added. The reaction mixture was refluxed for 1 h, and then cooled and filtered. The filtrate was concentrated to give compound 65c (1.04 g). ESI-MS m/e 282 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07247654B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-cde67d81a6e84964a97abe9aff560c90 |
| Source note | uspto-grants-2007_07 |