HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 57828250, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Hydroxy-1-naphthaldehyde | HCID 344290 | — |
| Reactant | tert-butyl N-(3-bromopropyl)carbamate | HCID 4460490 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57828250 | HCID 57828250 | 72.1% |
Reaction Steps
To a solution of 4-hydroxy-naphthalene-1-carbaldehyde (15.2 g, 58.1 mmol) in DMF (50 mL) at r.t. was added N-Boc 3-bromo-propylamine (15.2 g, 63.9 mmol), followed by potassium carbonate (12 g, 87.2 mmol). The reaction mixture was stirred at room temperature overnight. Water was added to the reaction mixture and extracted by CH2Cl2. The combined organic layers were washed with water, brine, dried over MgSO4, filtered, and concentrated. The residue was recrystallized from EtOAc/hexane to afford [3-(4-formyl-naphthalen-1-yloxy)-propyl]-carbamic acid tert-butyl ester (13.8 g, 72%) as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08124607B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-ab0400f0d14148c6be07e5ec1957dd4b |
| Source note | uspto-grants-2012_02 |