Английская Википедия:4-Bromobenzaldehyde

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4-Bromobenzaldehyde, or p-bromobenzaldehyde, is an organic compound with the formula BrC6H4COH.[1]

Preparation

4-Bromobenzaldehyde may be prepared in the laboratory in two steps starting from 4-bromotoluene.[2] In the first step, two bromine atoms are added to the methyl group of 4-bromotoluene by free radical bromination to form 4-bromobenzal bromide. In the second step, the dibrominated methyl group is hydrolyzed with calcium carbonate, then steam distilled to collect 4-bromobenzaldehyde.

Reactions

The bromoaryl group of 4-bromobenzaldehyde may be coupled with trimethylsilylacetylene in a Sonogashira coupling to form 4-((trimethylsilyl)ethynyl)benzaldehyde, followed by removal of the trimethylsilyl group with base to form 4-ethynylbenzaldehyde.[3]

See also

References

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