Acetone → HCID 21831678, compound

HRID 1601634Notes

Reaction equation

HRID 1601634 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]2=[N:6][N:7]([C:9]3[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:10]=3[OH:16])[N:8]=[C:4]2[CH:3]=1.Br[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].C(=O)([O-])[O-].[K+].[K+].CC(C)=O>C(OCC)(=O)C.O>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]2=[N:6][N:7]([C:9]3[CH:14]=[CH:13][C:12]([O:15][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[CH:11][C:10]=3[OH:16])[N:8]=[C:4]2[CH:3]=1

Participants

7

Reactant 4

HCID 180AcetoneHCID 81401-BromooctaneHCID 11430Potassium CarbonateHCID 112191934-(5-Chloro-2H-benzotriazol-2-yl)benzene-1,3-diol

Product 1

HCID 21831678HCID 21831678, compoundYield 9.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 6.5 g of 5-chloro-2-(2,4-dihydroxyphenyl)-2H-benzotriazole, 7.1 g of 1-bromooctane, 5.2 g of anhydrous potassium carbonate and 100 mL of acetone is refluxed for 24 hours. To the resulting mixture, about 100 mL of water and ethyl acetate are added, and petroleum eg of crude product is isolated. Column chromatography using petroleum ether yields 0.9 g of the title compound whose structure is confirmed by Hnmr and mass spectrometry.

Workup

  1. temperatureis refluxed for 24 hours

Sources & evidence

ORD record
ord-e1a0e8760e3f49f096502c317e19792d
Source dataset
uspto-grants-1999_11
Patent number
US05977219

Reaction notes

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