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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 909698Generated: October 26, 2026

Chloride → 1,2-Benzenediol, 4-(3-hydroxypropyl)-

https://huagongshe.com/reaction/909698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorideHCID 312—
ReactantMethanolHCID 887—
ReactantSodiumHCID 5360545—
Reactant2-Hydroxy-3',4'-dihydroxyacetophenoneHCID 22134444—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
Product1,2-Benzenediol, 4-(3-hydroxypropyl)-HCID 11217464—

Reaction Steps

In a reactor as described in Example 5 well dried samples of 1.5 g of 4-hydroxyacetyl-catechol with very low sodium and chloride content (<0.15%) were hydrogenated in the presence or absence of added water. All reactions were run with 0.15 g Pd/C (10%) in 30 ml of solvent at 5 bar and 40° C. at least to the end of hydrogen uptake. The catalyst was filtered off and washed with ethyl acetate. The solutions were concentrated and the residues analyzed quantitatively. The results are summarized in Table 3 snowing the influence of the added water. The starting material was totally consumed in every experiment at the end. The data shows that the result is clearly improved at a relation of 1 mol water added per 3 moles of 4-hydroxyacetyl-catechol and is even better at a relation of 1/1 mole. The lower suitability of methanol as solvent is also demonstrated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017815B2
Source datasetuspto-grants-2011_09
ORD IDord-bce44eb78c57497384c287ead8007012
Source noteuspto-grants-2011_09