4-Ethoxy-3-methoxybenzaldehyde → 4-Ethoxy-m-anisic acid

HRID 710433

Reaction equation

HRID 710433 reaction equation
[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][C:5]=1[O:12][CH3:13])[CH3:2].ClC1C=C(C=CC=1OCC)C=[O:19]>>[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][C:7]([C:8]([OH:19])=[O:9])=[CH:6][C:5]=1[O:12][CH3:13])[CH3:2]

Participants

3

Reactant 2

HCID 671164-Ethoxy-3-methoxybenzaldehydeHCID 47700353-Chloro-4-ethoxybenzaldehyde

Product 1

HCID 770694-Ethoxy-m-anisic acidYield 89%

Procedure

When the product of Step A was substituted for 3-chloro-4-ethoxybenzaldehyde in Example 49 Step A the identical process afforded the title compound in 89% yield. 1H-NMR CDCl3) 1.4 (tr, 3H, J=6.95 Hz); 3.83 (s, 3H); 4.07 (q, 2H, J=6.96, 13.9, Hz); 6.79 (d, 1H, J=8.4 Hz); 7.47 (s, 1H); 7.58 (d, 1H, J=8.33 Hz).

Sources & evidence

ORD record
ord-caf60b59fd154342a76f5a498b5c0aa2
Source dataset
uspto-grants-2015_11
Patent number
US09181182B2

Linked notes

Loading…