Phenol → HCID 66716929, compound

HRID 1184473Notes

Reaction equation

HRID 1184473 reaction equation
[N:1]1[N:2]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[C:13]([N+:18]([O-:20])=[O:19])[CH:12]=2)[CH:3]=[C:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[CH:5]2.C1(O)C=CC=CC=1.[CH3:28][O:29][C:30](=[O:34])[CH:31](Br)[CH3:32]>>[N:1]1[N:2]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH:31]([CH3:32])[C:30]([O:29][CH3:28])=[O:34])=[C:13]([N+:18]([O-:20])=[O:19])[CH:12]=2)[CH:3]=[C:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[CH:5]2

Participants

4

Reactant 3

HCID 996PhenolHCID 95576Methyl 2-bromopropionateHCID 66716790HCID 66716790, compound

Product 1

HCID 66716929HCID 66716929, compound

Procedure

Using 4-((2H-indazol-2-yl)methyl)-2-nitrophenol as the phenol and methyl-2-bromopropanoate as the alkylating agent in the general procedure for alkylation of substituted-2-nitrophenols gives a light yellow solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 1.51 (d, J=6.82 Hz, 3H) 3.66 (s, 3H) 5.24 (q, J=6.82 Hz, 1H) 5.66 (s, 2H) 7.00-7.08 (m, 1H) 7.19-7.29 (m, 2H) 7.54-7.63 (m, 2H) 7.71 (d, J=8.34 Hz, 1H) 7.94 (d, J=2.02 Hz, 1H) 8.52 (s, 1H). ESI-MS: m/z 356.2 (M+H)+.

Workup

  1. customgives a light yellow solid

Sources & evidence

ORD record
ord-cf6ff76d23ce415aa5bc68070e7ae4df
Source dataset
uspto-grants-2014_03
Patent number
US08669249B2

Reaction notes

Loading…