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ChemicalBook CAS DataBase List 2-(3-CHLOROBENZYLOXY)BENZALDEHYDE
40359-59-9

2-(3-CHLOROBENZYLOXY)BENZALDEHYDE synthesis

2synthesis methods
-

Yield:40359-59-9 79%

Reaction Conditions:

Stage #1: o-hydroxybenzaldehydewith potassium carbonate in N,N-dimethyl-formamide at 20; for 0.25 h;
Stage #2: 1-Chloro-3-chloromethyl-benzene in N,N-dimethyl-formamide at 60; for 12 h;

Steps:

4.2 General procedure for synthesis of 2-alkoxy benzaldehydes

General procedure: To the stirred solution of salicylic aldehyde (0.1 mol) (or 2-hydroxy-3-methoxybenzaldehyde (o-vanilin)) in DMF (40 mL), dry K2CO3 (0.12 mol) was added and the mixture was stirred for 15 min at 20 °C. Then corresponding alkyl halide (0.1 mol) was added, and the reaction mixture was stirred for 12 h at 60 °C. The cooled reaction mixture was poured into water (250 mL) and extracted by CH2Cl2 (40 mL). An organic layer was separated, washed with NH4OH 5% (5×25 mL) and water (50 mL), and dried over Na2SO4. A solvent was removed in vacuo and the residue was crystallized by adding of cyclohexane (in case of the solid compounds, see p.p. 4.2.1-4.2.4), or distilled in vacuo 1 mm. Hg (in case of liquids, see p.p. 4.2.5-4.2.7).

References:

Krasnov, Konstantin A.;Dorovatovskii, Pavel V.;Zubavichus, Yan V.;Timofeeva, Tatiana V.;Khrustalev, Victor N. [Tetrahedron,2017,vol. 73,# 5,p. 542 - 549]

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