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ChemicalBook CAS DataBase List 2-Chlorobenzaldehyde
89-98-5

2-Chlorobenzaldehyde synthesis

14synthesis methods
2-Chlorobenzaldehyde is produced mainly by chlorination of 2-chlorotoluene to form 2-chlorobenzal chloride, which is then subjected to acid hydrolysis. Metal salts, such as iron(III) chloride, are used as catalysts. The hydrolysis can also be accomplished using formic acid without a catalyst.
2-Chlorobenzaldehyde can also be produced by oxidation of 2-chlorobenzyl chloride with N-oxides of tertiary amines or with dilute nitric acid.
https://pubchem.ncbi.nlm.nih.gov/compound/2-Chlorobenzaldehyde
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Yield:89-98-5 96 %Chromat.

Reaction Conditions:

with lithium diisobutylmorpholinoaluminum hydride in tetrahydrofuran;hexane at 0; for 0.5 h;

Steps:

Partial Reduction of Tertiary Amides and AromaticNitriles to Aldehydes with LDBMOA.

General procedure: The following procedure for reduction of N,N-dimethylbenzamide with LDBMOA is representative. To a solution of N,N-dimethylbenzamide (0.149 g, 1.0 mmol) in THF (10.0 mL) containing naphthalene as an internal standard was added LDBMOA (2.4 mL, 0.5 M in THF-hexanes, 1.2 mmol) at 0 °C. After 30 min, the reaction mixture was hydrolyzed with 1 N aq HCl (10 mL) and extracted with diethyl ether. The combined organic layers were dried over anhydrous magnesium sulfate, and filtered. After the removal of solvents in vacuum and purification of residue by column chromatography on silica gel gave benzaldehyde (0.103 g, 97%).

References:

Kim, Yu Ri;An, Duk Keun [Bulletin of the Korean Chemical Society,2012,vol. 33,# 12,p. 4194 - 4196]

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