Sodium hydride → HCID 18461287, compound

HRID 2303902Notes

Reaction equation

HRID 2303902 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([OH:15])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:17]1[CH:18]=[CH:19][C:20]([N+:32]([O-:34])=[O:33])=[C:21]([N:23]([CH3:31])[C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[CH:22]=1.[H-].[Na+]>CN(C)C=O>[CH3:31][N:23]([C:21]1[CH:22]=[C:17]([O:15][C:11]2[CH:12]=[CH:13][CH:14]=[C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:10]=2)[CH:18]=[CH:19][C:20]=1[N+:32]([O-:34])=[O:33])[C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:27])[CH3:28]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 138048Benzyl 3-hydroxyphenyl etherHCID 15544598tert-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate

Product 1

HCID 18461287HCID 18461287, compoundYield 82.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner to that described in Reference Example 6, a reaction was carried out using 3-benzyloxyphenol (5 g), t-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate (6 g), sodium hydride (55 wt. %, 1.1 g) and anhydrous N,N-dimethylformamide (40 ml) and the reaction mixture was purified to give the title compound (7.8 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-d8a530a7e0f543168aff498cfb3de614
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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