4-Nitrophenol → HCID 4885152, compound

HRID 2228453Notes

Reaction equation

HRID 2228453 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:14]=[CH:13][C:8]2[O:9][CH2:10][CH2:11][O:12][C:7]=2[CH:6]=1)=[O:4].[N+:15]([C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=1)([O-:17])=[O:16].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O.O>[O:9]1[C:8]2[CH:13]=[CH:14][C:5]([C:3](=[O:4])[CH2:2][O:24][C:21]3[CH:22]=[CH:23][C:18]([N+:15]([O-:17])=[O:16])=[CH:19][CH:20]=3)=[CH:6][C:7]=2[O:12][CH2:11][CH2:10]1

Participants

6

Reactant 3

HCID 9804-NitrophenolHCID 10796Cesium carbonateHCID 27761712-Bromo-1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethan-1-one

Product 1

HCID 4885152HCID 4885152, compoundYield 94.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-bromo-1-(2,3-dihydrobenzo[1,4]dioxin-6-yl)ethanone (1.03 g, 4.00 mmol), 4-nitrophenol (0.57 g, 4.00 mmol), and cesium carbonate (1.63 g, 5.00 mmol) in dry N,N-dimethylformamide (10 mL) was stirred at room temperature for 1 hour. The reaction mixture was diluted with cold water. The resultant solid was collected by filtration gave the title compound (1.19 g, 94%). The product was used in the next step without purification.

Workup

  1. filtrationThe resultant solid was collected by filtration

Sources & evidence

ORD record
ord-c5e2a84b5198459ca045687748e007ac
Source dataset
uspto-grants-2002_07
Patent number
US06417186B1

Reaction notes

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