HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → HCID 57185316, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 2-Benzofurancarboxaldehyde | HCID 61341 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57185316 | HCID 57185316 | 64% |
Reaction Steps
To a stirred solution of benzofuran-2-carboxaldehyde (1.50 g) and 4 Å molecular sieves in dichloroethane (50 ml) under an atmosphere of nitrogen was added methylamine in THF (2.0M, 10.3 ml) and acetic acid (1.23 g). Stirring was continued for 2 h before sodium triacetoxyborohydride (2.18 g) was added and stirring as continued overnight. The mixture was filtered, absorbed onto silica gel and chromatographed eluting with dichloromethane/methanol (9:1) to yield the title compound (1.05 g, 64%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06465468B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-24ea8903028e44d9abdd862329a74784 |
| Source note | uspto-grants-2002_10 |