Propyl 3,4-dipropoxybenzoate → 3-Nitro-4-propoxybenzoic acid

HRID 710405Notes

Reaction equation

HRID 710405 reaction equation
C([O:4][C:5](=[O:19])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][CH3:15])=[C:8]([N+:16]([O-:18])=[O:17])[CH:7]=1)CC.C(OC1C=C(C=CC=1OCCC)C(OCCC)=O)CC>>[N+:16]([C:8]1[CH:7]=[C:6]([CH:11]=[CH:10][C:9]=1[O:12][CH2:13][CH2:14][CH3:15])[C:5]([OH:19])=[O:4])([O-:18])=[O:17]

Participants

3

Reactant 2

HCID 66726576Propyl 3,4-dipropoxybenzoateHCID 66726703Propyl-3-nitro-4-propoxybenzoate

Product 1

HCID 215462473-Nitro-4-propoxybenzoic acid

Procedure

When the product of Step A was substituted for propyl 3,4-dipropoxybenzoate in Example 43 Step B, the identical process afforded the title compound in 97%, as creamy solid. 1H-NMR (CDCl3) 1.05-1.09 (m, 3H); 1.83-1.96 (m, 2H); 4.12-4.17 (m, 2H); 7.13 (d, 1H, J=9 Hz); 8.23 (dd, 1H, J=3, 9 Hz); 8.53 (d, 1H, J=3 Hz).

Sources & evidence

ORD record
ord-4890646c7eca44d29f6138bd6544f12f
Source dataset
uspto-grants-2015_11
Patent number
US09181182B2

Reaction notes

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