4-Benzylphenol → HCID 18461309, compound

HRID 2303901Notes

Reaction equation

HRID 2303901 reaction equation
[CH2:1]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:16]1[CH:17]=[CH:18][C:19]([N+:31]([O-:33])=[O:32])=[C:20]([N:22]([CH3:30])[C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])[CH:21]=1.[H-].[Na+]>CN(C)C=O>[CH3:30][N:22]([C:20]1[CH:21]=[C:16]([O:14][C:11]2[CH:10]=[CH:9][C:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[CH:13][CH:12]=2)[CH:17]=[CH:18][C:19]=1[N+:31]([O-:33])=[O:32])[C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:26])[CH3:27]

Participants

5

Reactant 3

HCID 75634-BenzylphenolHCID 24758Sodium hydrideHCID 15544598tert-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate

Product 1

HCID 18461309HCID 18461309, compoundYield 88%

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-benzylphenol (7 g), t-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate (9.15 g), sodium hydride (55 wt. %, 1.74 g) and anhydrous N,N-dimethylformamide (70 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-9bc4c7b025ac4f7ab27fe75476adfb2e
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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