Sodium hydride → HCID 18461310, compound

HRID 2303915Notes

Reaction equation

HRID 2303915 reaction equation
[CH2:1]([O:8][C:9]1[C:14]([C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:13][C:12]([OH:19])=[C:11]([C:20]([CH3:23])([CH3:22])[CH3:21])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:25]1[CH:26]=[CH:27][C:28]([N+:40]([O-:42])=[O:41])=[C:29]([N:31]([CH3:39])[C:32](=[O:38])[O:33][C:34]([CH3:37])([CH3:36])[CH3:35])[CH:30]=1.[H-].[Na+]>CN(C)C=O>[CH2:1]([O:8][C:9]1[C:14]([C:15]([CH3:16])([CH3:17])[CH3:18])=[CH:13][C:12]([O:19][C:25]2[CH:26]=[CH:27][C:28]([N+:40]([O-:42])=[O:41])=[C:29]([N:31]([CH3:39])[C:32](=[O:38])[O:33][C:34]([CH3:35])([CH3:36])[CH3:37])[CH:30]=2)=[C:11]([C:20]([CH3:23])([CH3:22])[CH3:21])[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 15544598tert-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamateHCID 18461445HCID 18461445, compound

Product 1

HCID 18461310HCID 18461310, compoundYield 103.1%

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-benzyloxy-2,5-di-t-butylphenol (4.3 g), t-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate (3.51 g), sodium hydride (55 wt. %, 0.72 g) and anhydrous N,N-dimethylformamide (15 ml) and the reaction mixture was purified to give the title compound (7.1 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-95331c0ea9d244ac84ae25b33d6affef
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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