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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2364916Generated: November 1, 2026

Hydrochloric Acid → 6-Hydroxy-1,3-dioxaindane-5-carbaldehyde

https://huagongshe.com/reaction/2364916

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHexamethylenetetramineHCID 4101—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSesamolHCID 68289—
Product6-Hydroxy-1,3-dioxaindane-5-carbaldehydeHCID 6710626—

Reaction Steps

In a 500 mL recovery flask, 10.0 g (72.4 mmol) of sesamol (manufactured by Tokyo Chemical Industry Co., Ltd.) and 15.2 g (109 mmol, 1.5 eq) of hexamethylenetetramine (manufactured by Tokyo Chemical Industry Co., Ltd.) were dissolved in 100 ml of trifluoroacetic acid (manufactured by Kanto Chemical Co., Inc.) and reacted at 95° C. for 10 hours. After the reaction was completed, in an ice bath, 200 ml of 1 N hydrochloric acid was added thereto and the resultant was stirred for minutes. After the stirring was completed, the resultant was extracted with chloroform to obtain an extract. The extract was washed with hydrochloric acid and saturated saline, thereby obtaining 2.38 g (14.3 mmol) of 6-hydroxy-3,4-methylenedioxybenzaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697332B2
Source datasetuspto-grants-2014_04
ORD IDord-1a60e20935924db8928e9e6dde723467
Source noteuspto-grants-2014_04