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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260505Generated: October 27, 2026

Hydrochloric Acid → 2-(4-Benzyloxyphenoxy)propane-1,3-diol

https://huagongshe.com/reaction/1260505

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantDimethyl 2-(4-benzyloxyphenoxy)malonateHCID 67071604—
SolventTolueneHCID 1140—
Product2-(4-Benzyloxyphenoxy)propane-1,3-diolHCID 49855405—

Reaction Conditions

Temperature0 °C

Reaction Steps

Diisobutylaluminum hydride (7.08 ml) was slowly added dropwise to dimethyl 2-(4-benzyloxyphenoxy)malonate (477 mg, 1.44 mmol) in 16 ml of toluene under argon at 0° C. The reaction mixture was stirred at 0° C. for 2 h and, after addition of 1M hydrochloric acid solution, extracted with ethyl acetate. The organic phase was separated off, concentrated and purified by preparative HPLC (PR18, acetonitrile/water 0.1% TFA). Yield: 98.6 mg (25%), M+H+: 275.20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470841B2
Source datasetuspto-grants-2013_06
ORD IDord-1f0fd577abe849fb808ef6655844703d
Source noteuspto-grants-2013_06