4-Methoxyphenol → HCID 18461382, compound

HRID 2303899Notes

Reaction equation

HRID 2303899 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.Cl[C:11]1[CH:12]=[CH:13][C:14]([N+:26]([O-:28])=[O:27])=[C:15]([N:17]([CH3:25])[C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH:16]=1.[H-].[Na+]>CN(C)C=O>[CH3:25][N:17]([C:15]1[CH:16]=[C:11]([O:9][C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH:12]=[CH:13][C:14]=1[N+:26]([O-:28])=[O:27])[C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21]

Participants

5

Reactant 3

HCID 90154-MethoxyphenolHCID 24758Sodium hydrideHCID 15544598tert-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate

Product 1

HCID 18461382HCID 18461382, compoundYield 85.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner to that described in Reference Example 6, a reaction was carried out using 4-methoxyphenol (5.0 g), t-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate (10.9 g), sodium hydride (55 wt. %, 2.2 g) and anhydrous N,N-dimethylformamide (120 ml) and the reaction mixture was purified to give the title compound (12.2 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-cc5ba8e1603446b1ba696bcbe42083a1
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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