Sodium hydride → HCID 18461339, compound

HRID 2303850Notes

Reaction equation

HRID 2303850 reaction equation
[Cl:1][C:2]1[C:7]([CH3:8])=[C:6]([O:9][CH2:10][O:11][CH3:12])[C:5]([CH3:13])=[CH:4][C:3]=1[OH:14].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>[Cl:1][C:2]1[C:7]([CH3:8])=[C:6]([O:9][CH2:10][O:11][CH3:12])[C:5]([CH3:13])=[CH:4][C:3]=1[O:14][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]([CH3:26])([CH3:27])[CH3:28])[CH:21]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 15544598tert-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamateHCID 18461299HCID 18461299, compound

Product 1

HCID 18461339HCID 18461339, compoundYield 75.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

By using 5.65 g of 2-chloro-4-methoxymethoxy-3,5-dimethylphenol, 8.88 g of t-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate, 1.35 g of sodium hydride (55% by weight) and 100 ml of anhydrous N,N-dimethylformamide, reaction and purification were carried out in a similar manner to that described in Reference Example 6, whereby 9.19 g of the title compound were obtained.

Sources & evidence

ORD record
ord-4a5dbafecf4248f28c32e086f7641684
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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