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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223599Generated: October 30, 2026

Hydrochloric Acid → [4-(2-Benzyloxycarbonyl-2-methylpropoxy)phenyl]methanol

https://huagongshe.com/reaction/2223599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium borohydrideHCID 4311764—
Reactant4-(2-Benzyloxycarbonyl-2-methylpropoxy)benzaldehydeHCID 23077853—
SolventTetrahydrofuranHCID 8028—
Product[4-(2-Benzyloxycarbonyl-2-methylpropoxy)phenyl]methanolHCID 2307783597.3%

Reaction Steps

To a solution of 4-(2-benzyloxycarbonyl-2-methylpropoxy)benzaldehyde (0.97 g) in tetrahydrofuran (20 mL) was added sodium borohydride (59 mg), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into 0.5 mol/L hydrochloric acid, and the resulting mixture was extracted with diethyl ether. The organic layer was washed with water and brine successively, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=6/1-3/2) to give the title compound (0.95 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375087B2
Source datasetuspto-grants-2008_05
ORD IDord-ba7620cc3c104216b6b4f33b9eb0cce2
Source noteuspto-grants-2008_05