Phenol → HCID 54941486, compound

HRID 1184505Notes

Reaction equation

HRID 1184505 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1.C1(O)C=CC=CC=1.[CH3:20][O:21][C:22](=[O:26])[CH:23](Br)[CH3:24]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH:23]([CH3:24])[C:22]([O:21][CH3:20])=[O:26])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1

Participants

4

Reactant 3

HCID 996PhenolHCID 15285Phenol, 4-methoxy-2-nitro-HCID 95576Methyl 2-bromopropionate

Product 1

HCID 54941486HCID 54941486, compoundYield 70.9%

Procedure

Using 4-methoxy-2-nitrophenol 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 light yellow solid (5.35 g, 70.9% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.50 (d, J=6.82 Hz, 3H) 3.67 (s, 3H) 3.78 (s, 3H) 5.12 (q, J=6.65 Hz, 1H) 7.15-7.27 (m, 2H) 7.39-7.49 (m, 1H). ESI-MS: m/z 256.1 (M+H)+.

Sources & evidence

ORD record
ord-8d43c98e452841eeba981fa49f3a7720
Source dataset
uspto-grants-2014_03
Patent number
US08669249B2

Reaction notes

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