Potassium Carbonate → Methyl (2-formyl-5-methylphenoxy)acetate

HRID 482418

Reaction equation

HRID 482418 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([OH:10])[C:5](=[CH:8][CH:9]=1)[CH:6]=[O:7].Br[CH2:12][C:13]([O:15][CH3:16])=[O:14].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH:6]([C:5]1[CH:8]=[CH:9][C:2]([CH3:1])=[CH:3][C:4]=1[O:10][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[O:7]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 612002-Hydroxy-4-methylbenzaldehyde

Product 1

HCID 54288233Methyl (2-formyl-5-methylphenoxy)acetateYield 91.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

By the method of Example 1, Step F, 8,27 g (0.060 mole) of 4-methyl-salicylaldehyde and 11.15 g (0.073 mole) of methyl bromoacetate were reacted in the presence of 10.1 g (0.073 mole) of anhydrous potassium carbonate in 150 mL of acetone, yielding 11.47 g of methyl (2-formyl-5-methylphenoxy)acetate as a white solid, m. p. 63°-64° C. The NMR was consistent with the proposed structure.

Sources & evidence

ORD record
ord-b8bbdd93634c46a9b96342881fb7f9f0
Source dataset
uspto-grants-1998_08
Patent number
US05798316

Linked notes

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