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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561431Generated: November 1, 2026

4-Methylbenzaldehyde → HCID 58392144, compound

https://huagongshe.com/reaction/561431

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylbenzaldehydeHCID 7725—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Reactant7-[(Methylsulfanyl)methyl]-1H-indoleHCID 58392187—
Catalystproline dl-formHCID 614—
SolventAcetonitrileHCID 6342—
ProductHCID 58392144HCID 58392144100.5%

Reaction Steps

1.28 g (10.7 mmol) of 4-methylbenzaldehyde, 1.54 g (10.7 mmol) of Meldrum's acid and 58.0 mg (0.51 mmol) of D,L-proline were added to a solution of 2.00 g (10.2 mmol) of the compound from Example 8A in 80 ml of acetonitrile. The reaction mixture was stirred at RT overnight. It was concentrated, and the residue was taken up in ethyl acetate, washed with 1N hydrochloric acid, saturated aqueous sodium bicarbonate solution and water, dried over magnesium sulfate, filtered and concentrated. 4.34 g of the title compound were obtained and were reacted without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-1cfa686502fd4fa79ba2944d82516263
Source noteuspto-grants-2011_11