Phenol → HCID 86664212, compound

HRID 1184468Notes

Reaction equation

HRID 1184468 reaction equation
[OH:1][C:2]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([CH3:13])[CH:3]=1.C1(O)C=CC=CC=1.[CH3:21][O:22][C:23](=[O:27])[CH:24](Br)[CH3:25]>>[CH:6]([C:5]1[C:4]([CH3:13])=[CH:3][C:2]([O:1][CH:24]([CH3:25])[C:23]([O:22][CH3:21])=[O:27])=[C:9]([N+:10]([O-:12])=[O:11])[CH:8]=1)=[O:7]

Participants

4

Reactant 3

HCID 996PhenolHCID 95576Methyl 2-bromopropionateHCID 86664213HCID 86664213, compound

Product 1

HCID 86664212HCID 86664212, compound

Procedure

Using 4-hydroxy-2-methyl-5-nitrobenzaldehyde as the phenol and methyl-2-bromopropanoate as the alkylating agent in the general procedure for alkylation of substituted-2-nitrophenols gives the title compound as a white solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 1.58 (d, J=6.82 Hz, 3 H) 2.66 (s, 3H) 3.70 (s, 3H) 5.47 (q, J=6.82 Hz, 1H) 7.26 (s, 1H) 8.36 (s, 1H) 10.11. ESI-MS: m/z 268.2 (M+H)+.

Sources & evidence

ORD record
ord-d72a4de8d84c42ffb031cab2fe1190eb
Source dataset
uspto-grants-2014_03
Patent number
US08669249B2

Reaction notes

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