HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzaldehyde, 4-(phenylmethoxy)- → HCID 10827000, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzaldehyde, 4-(phenylmethoxy)- | HCID 78109 | — |
| Reactant | Glycine methyl ester hydrochloride | HCID 122755 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10827000 | HCID 10827000 | 40.4% |
Reaction Steps
To a suspension of glycine methyl ester hydrochloride (1.26 g, 10 mmol) and 4-benzyloxybenzaldehyde (2.12 g, 10 mmol) in DCM (50 mL), under nitrogen at 0° C., was added Na(OAc)3BH (3.81 g, 15 mmol). The suspension was allowed to warm to room temperature and stirred for 4 hours. The suspension was poured into saturated aqueous NaHCO3, and the layers were separated. The aqueous layer was extracted with DCM (4×25 mL). The combined organic extracts were dried over MgSO4 and concentrated. Flash chromatography (EA) gave 1.15 g (40.4%) of the title compound as a white solid; mp 57-58° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06281194B1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-53f5a90170754eac929082f7b677e6a8 |
| Source note | uspto-grants-2001_08 |