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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 380175Generated: October 30, 2026

Benzaldehyde, 4-(phenylmethoxy)- → HCID 54470705, compound

https://huagongshe.com/reaction/380175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehyde, 4-(phenylmethoxy)-HCID 78109—
ReactantSodium BicarbonateHCID 516892—
ReactantGlycine tert-butyl ester hydrochlorideHCID 2725036—
ReactantSodium triacetoxyborohydrideHCID 5049666—
SolventDichloromethaneHCID 6344—
ProductHCID 54470705HCID 5447070559%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06300501B1
Source datasetuspto-grants-2001_10
ORD IDord-e2a1e640911c4bc294ef3042e5f1f557
Source noteuspto-grants-2001_10