HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 11420459, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-Chloro-3-methoxybenzaldehyde | HCID 12909725 | — |
| Reactant | HCID 59813964 | HCID 59813964 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 11420459 | HCID 11420459 | 95% |
Reaction Steps
A solution of 4-chloro-3-methoxybenzaldehyde (34 mg) and compound 7 (35 mg) in THF (1 mL) was stirred at room temperature for 1 hour and then sodium triacetoxyborohydride (85 mg) was added in one portion. The mixture was stirred at room temperature for another hour and EtOAc (1 mL) was added followed by the addition of saturated aqueous ammonium chloride (1 mL). The aqueous phase was extracted by EtOAc (3×1 mL) and the combined organic extractants was dried, filtered and concentrated in vacuo. The residue was purified by preparative HPLC to afford the title compound 8 as a white solid (36 mg, 95%). LCMS: Rf: 3.460 min, M+H+: 491.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07435831B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-a82f39e063ae4c02a4a688042e0e7d82 |
| Source note | uspto-grants-2008_10 |