HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenethylamine → HCID 58677376, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenethylamine | HCID 1001 | — |
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 58677388 | HCID 58677388 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 58677376 | HCID 58677376 | 48% |
Reaction Steps
Combine 4-(5-formyl-thiophen-2-yloxy)-benzonitrile (200 mg, 0.87 mmol), (MeO)3CH (1.2 mL), phenethyl amine (0.142 mL, 130 mol %) and methanol (1.7 mL). Stir the resulting mixture for 3 hours, and then add sodium borohydride in portions. Stir for few hours. Then, concentrate to remove the methanol. Partition the resulting residue between H2O (5 mL) and CH2Cl2 (7 ml). Dry the organic layer over sodium sulfate, filter and concentrate. Purify the product through flash chromatography [CH2Cl2/Ammonia (2.0 M in methanol) 20/1] to provide the title compound (139 mg, 48%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07396943B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-e27dca16520f49a39743ccffaaa760c4 |
| Source note | uspto-grants-2008_07 |