1-(Bromomethyl)-4-chlorobenzene → 4-((4-Chlorobenzyl)oxy)-3-fluorobenzaldehyde

HRID 1261078Notes

Reaction equation

HRID 1261078 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.[F:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][C:18]=1[OH:19])[CH:14]=[O:15]>>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][O:19][C:18]2[CH:17]=[CH:16][C:13]([CH:14]=[O:15])=[CH:12][C:11]=2[F:10])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 693291-(Bromomethyl)-4-chlorobenzeneHCID 5872503-Fluoro-4-hydroxybenzaldehyde

Product 1

HCID 580863304-((4-Chlorobenzyl)oxy)-3-fluorobenzaldehyde

Procedure

Additional aldehydes were prepared using the protocol of Scheme 62, replacing either 4-chlorobenzyl bromide 557 with a suitable alkylating agent, and/or 3-fluoro-4-hydroxy-benzaldehyde 598 with a suitable aldehyde. The following table indicates the alkylating agent (column 1) and the starting aldehyde (column 2) used to afford the aldehyde (column 3) synthesized following this protocol.

Sources & evidence

ORD record
ord-18011494fa284f0d807bc597ae521cc3
Source dataset
uspto-grants-2013_06
Patent number
US08470818B2

Reaction notes

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