Methyl bromoacetate → Methyl (2-formyl-4-methoxyphenoxy)acetate

HRID 1059

Reaction equation

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

Participants

Reactant 2

HCID 60984Methyl bromoacetate

HCID 956952-Hydroxy-5-methoxybenzaldehyde

Product 1

HCID 43212883Methyl (2-formyl-4-methoxyphenoxy)acetateYield 86%

Procedure

In the same manner as in Reference Example 1, 5-methoxysalicylaldehyde was reacted with methyl bromoacetate to yield methyl 2-formyl-4-methoxyphenoxyacetate (yield 86%), which was then recrystallized from acetone-hexane to yield colorless prisms having a melting point of 74° to 75° C.

Sources & evidence

ORD record: ord-8d8d9084812145079c62beccf28cf5f0
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05723479

Linked notes

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