4-Methylbenzaldehyde → Benzal chloride

HRID 1612427Notes

Reaction equation

[Cl:1][CH:2]([Cl:12])[C:3]1[CH:8]=[CH:7][C:6](C(Cl)Cl)=[CH:5][CH:4]=1.CC1C=CC(C=O)=CC=1.P(Cl)(Cl)(Cl)(Cl)Cl>>[Cl:1][CH:2]([Cl:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

Reactant 3

HCID 77254-Methylbenzaldehyde

HCID 24819Phosphorus pentachloride

HCID 818841,4-Bis(dichloromethyl)benzene

Product 1

HCID 7411Benzal chlorideYield 96.5%

Procedure

JP79125629 (1979) discloses a method for preparing α,α,α′,α′-tetrachloro-p-xylene by reacting 4-methyl benzaldehyde with PCl5, forming an intermediate product 4-methyl, 1-(dichloromethyl)benzene, and conducting a photochlorination reaction. This prior art method has the following reaction formula: The abovementioned reaction is a two-step reaction. Even though the first step reaction has a yield of 96.5%, the second step reaction has a very low yield. The product mixture is very difficult to be purified.

Sources & evidence

ORD record: ord-13c635c5862a412cac2813753893a5cc
Source dataset: uspto-grants-2006_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06992231B2

Reaction notes

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