Benzyl Bromide → 5-(Benzyloxy)-2-bromo-4-methoxybenzaldehyde

HRID 1015915Notes

Reaction equation

HRID 1015915 reaction equation

[Br:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([OH:12])=[CH:6][C:3]=1[CH:4]=[O:5].[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:13]([O:12][C:7]1[C:8]([O:10][CH3:11])=[CH:9][C:2]([Br:1])=[C:3]([CH:6]=1)[CH:4]=[O:5])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 7498Benzyl Bromide

HCID 11430Potassium Carbonate

HCID 6160682-Bromo-5-hydroxy-4-methoxybenzaldehyde

Product 1

HCID 109033195-(Benzyloxy)-2-bromo-4-methoxybenzaldehyde

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

B2 is benzylated with benzyl bromide and potassium carbonate in DMF to obtain 5-benzyloxy-2-bromo-4-methoxybenzaldehyde (B3).

Sources & evidence

ORD record: ord-abd9312bad1146f4b83f9ccfc02b1d17
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07985879B2

Reaction notes

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