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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389316Generated: October 30, 2026

Hydrochloric Acid → 4-Hydroxy-2,3-dihydro-1H-indene-5-carbaldehyde

https://huagongshe.com/reaction/389316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantFormaldehydeHCID 712—
ReactantTriethylamineHCID 8471—
Reactant4-HydroxyindanHCID 74233—
ReactantMagnesium ChlorideHCID 5360315—
SolventTetrahydrofuranHCID 8028—
Product4-Hydroxy-2,3-dihydro-1H-indene-5-carbaldehydeHCID 8664310386%

Reaction Conditions

Temperature72.5 °C

Reaction Steps

To a stirred suspension Magnesium chloride (71.0 gm, 0.745 mole) and Para-formaldehyde (33.6 gm, 1.12 mole) in Tetrahydrofuran (200 ml), Triethylamine (104 ml, 0.745 mole) was added at room temperature and stirred for 30 minutes. To the reaction mixture; the solution of Indan-4-ol (50 gm, 0.373) in Tetrahydrofuran (100 ml) was added at room temperature and heated to 70-75° C. for 6 hours. To the reaction mixture, 2N Hydrochloric acid (600 ml) was added and extracted with Ethylacetate (2×500 ml). The Ethylacetate layer was washed with water (300 ml), dried over Sodium sulphate and further it was distilled under vacuum to give viscous oil (52.0 gm) which becomes solid upon keeping.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08378118B2
Source datasetuspto-grants-2013_02
ORD IDord-b0410421952d48238c47a70dd6bf8c91
Source noteuspto-grants-2013_02