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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62884Generated: October 26, 2026

Water → 3-(4-Benzyloxy-phenyl)-3-hydroxy-2,2-dimethyl-propionic acid ethyl ester

https://huagongshe.com/reaction/62884

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl isobutyrateHCID 7342—
ReactantBenzaldehyde, 4-(phenylmethoxy)-HCID 78109—
ReactantLithium diisopropylamideHCID 2724682—
SolventTetrahydrofuranHCID 8028—
Product3-(4-Benzyloxy-phenyl)-3-hydroxy-2,2-dimethyl-propionic acid ethyl esterHCID 4618052367.3%

Reaction Conditions

Temperature-78 °C

Reaction Steps

Ethyl isobutyrate (2.5 mL, 18.42 mmol) was dissolved in THF (8 mL), and the solution was cooled to −78° C. LDA (9.2 mL, 18.42 mmol) was added thereto, and the mixture was stirred at the corresponding temperature for 2 hours. After 4-benzyloxy-benzaldehyde (1.7 g, 8.01 mmol) obtained in Step A was added thereto at −78° C., the mixture was heated to room temperature, and then stirred for 2 days. The reactant was added with water, and then extracted with EtOAc. The organic layer was concentrated under reduced pressure. The residue was purified by column chromatography (eluent, EtOAc/Hex=1/5) to obtain the title compound (1.77 g, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447044B2
Source datasetuspto-grants-2016_09
ORD IDord-af67d1fd64fc4f4fa4b18ac283938888
Source noteuspto-grants-2016_09