HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzaldehyde, 4-(phenylmethoxy)- → HCID 54470705, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzaldehyde, 4-(phenylmethoxy)- | HCID 78109 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Glycine tert-butyl ester hydrochloride | HCID 2725036 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54470705 | HCID 54470705 | 59% |
Reaction Steps
To a mixture of glycine t-butyl ester hydrochloride (0.84 g, 5 mmol), and 4-benzyloxy-benzaldehyde (0.53 g, 2.5 mmol) in CH2Cl2 (25 mL) at 0° C. was added sodium triacetoxyborohydride (0.81 g, 3.8 mmol). The mixture was allowed to warm to room temperature and stirred overnight. Aqueous NaHCO3 was added, and the mixture was stirred for 30 minutes. The aqueous layer was extracted 3 times with CH2Cl2. The combined organic extracts were washed with brine, dried over MgSO4, and concentrated. Flash chromatography (ethyl acetate) gave 0.38 g (59%) of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06300501B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-e2a1e640911c4bc294ef3042e5f1f557 |
| Source note | uspto-grants-2001_10 |