Phenol → HCID 86664214, compound

HRID 1184469Notes

Reaction equation

HRID 1184469 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([CH3:10])[C:3]=1[N+:11]([O-:13])=[O:12].C1(O)C=CC=CC=1.[CH3:21][O:22][C:23](=[O:27])[CH:24](Br)[CH3:25]>>[CH:6]([C:5]1[CH:8]=[CH:9][C:2]([O:1][CH:24]([CH3:25])[C:23]([O:22][CH3:21])=[O:27])=[C:3]([N+:11]([O-:13])=[O:12])[C:4]=1[CH3:10])=[O:7]

Participants

4

Reactant 3

HCID 996PhenolHCID 95576Methyl 2-bromopropionateHCID 86664215HCID 86664215, compound

Product 1

HCID 86664214HCID 86664214, compound

Procedure

Using 4-hydroxy-2-methyl-3-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 1.51 (d, J=6.82 Hz, 3 H) 2.50 (s, 3H) 3.69 (s, 3H) 5.40 (q, J=6.82 Hz, 1H) 7.29 (d, J=9.09 Hz, 1H) 8.00 (d, J=8.84 Hz, 1H) 10.12 (s, 1H). ESI-MS: m/z 268.2 (M+H)+.

Sources & evidence

ORD record
ord-ab1216dc8a3746b5a5edf2e7e5b0969a
Source dataset
uspto-grants-2014_03
Patent number
US08669249B2

Reaction notes

Loading…