N-bromobutanimide → 3-bromo-2-hydroxy-5-methylbenzaldehyde

HRID 1752870Notes

Reaction equation

[CH3:1][C:2]1[CH:9]=[C:6]([CH:7]=[O:8])[C:5]([OH:10])=[CH:4][CH:3]=1.[Br:11]N1C(=O)CCC1=O>>[Br:11][C:4]1[C:5]([OH:10])=[C:6]([CH:9]=[C:2]([CH3:1])[CH:3]=1)[CH:7]=[O:8]

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 69184Benzaldehyde, 2-hydroxy-5-methyl-

Product 1

HCID 27570153-bromo-2-hydroxy-5-methylbenzaldehydeYield 76.1%

Procedure

Proceeding as in Reference 9, but substituting 5-methyl salicylaldehyde (3 g, 22 mmol) and N-bromosuccinimide (4.7 g, 26.4 mmol), gave 3-bromo-2-hydroxy-5-methylbenzaldehyde (3.6 g).

Sources & evidence

ORD record: ord-bc44c2d3b9df471da839bba48dcb8b3b
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09162986B2

Reaction notes

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