April 22, 2013

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The following patent record is from the CAplusSM database.


Patent Number: US 8362303
Title: Process for producing aromatic aldehyde compound by coupling of (halomethyl)benzene with alkyl aldehyde
Inventor(s): Lee, Yu-Chin; Chang, Hsien-Yu; Chen, Han-Hsu; Hou, Yu-Sen; Liao, Rong-Yi
Patent Assignee(s): UFC Corporation, Taiwan
Source: U.S. Pat. Appl. Publ., 7pp. CODEN: USXXCO
Language: English

A process for producing an aromatic aldehyde compound has steps of converting alkyl-substituted or non-substituted benzene into a compound of formula (I; R1 = H, Me, Et, iso-Pr, iso-Bu, or tert-butyl; X = halogen) by halomethylation, and allowing the compound of formula I and alkyl aldehyde to react in presence of phase transfer catalyst represented by formula of tetraalkylammonium halide (II; R4, R5, R6 = C1-6 alkyl) at a reaction temperature under alkaline condition to obtain the aromatic aldehyde compound. Thus, 2.3 g NaOH, 0.26 g (4-tert-butylbenzyl)trimethylammonium bromide (phase transfer catalyst, preparation given), 7.5 mL water, 4.2 mL toluene, 1 mL THF were mixed in a flask and then heated to 70-75 degree C. A mixture of 10 g 4-tert-butylbenzyl bromide and 3.55 g propanal was added into the flask dropwise within 2 h while the reaction mixture was vigorously stirred. The reaction mixture was stirred at 70-75 degree C for 3 h to give, after workup and vacuum distillation, 7.43 g lysmeral (III) (82.6% yield and 97.27% purity) as compared to 53.8% yield when tetrabutylammonium iodide was used as the catalyst.

Please note:  Abstracts and Titles for patent records in CAplus are routinely enhanced to better describe the claimed invention. The title of the U.S. granted patent is Process for producing aromatic aldehyde compound.

 View the full-text here.

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