1-Bromo-2-methylpropane → HCID 21700664, compound

HRID 1005474Notes

Reaction equation

HRID 1005474 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[C:10]=1[CH3:18])=[O:7].[OH-].[K+].Br[CH2:22][CH:23]([CH3:25])[CH3:24]>CS(C)=O>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([N:8]([CH2:22][CH:23]([CH3:25])[CH3:24])[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[C:10]=1[CH3:18])=[O:7]

Participants

5

Reactant 3

HCID 65551-Bromo-2-methylpropaneHCID 14797Potassium HydroxideHCID 565224HCID 565224, compound

Product 1

HCID 21700664HCID 21700664, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The N-(2-furoyl)-2-methyl-3-nitroaniline (1 mmol) in DMSO was treated with potassium hydroxide (2.0 mmol) and 1-bromo-2-methylpropane (1.1 mmol) at 25° C. for 12 hr. Extraction and chromatography afforded N-(2-furoyl)-N-isobutyl-2-methyl-3-nitroaniline as a yellow syrup. TLC: Rf=0.40, 30% EtOAc-hexane.

Workup

  1. extractionExtraction and chromatography

Sources & evidence

ORD record
ord-51ec494982ea45f3a217bdbe7e2691dd
Source dataset
uspto-grants-2000_04
Patent number
US06054587

Reaction notes

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