Cesium carbonate → HCID 21458597, compound

HRID 264931Notes

Reaction equation

HRID 264931 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:9]([CH3:12])([CH3:11])[CH3:10])=[C:6]([OH:8])[CH:7]=1.[CH3:13][O:14][CH2:15][CH2:16][CH2:17]Br.C(=O)([O-])[O-].[Cs+].[Cs+]>CC(C)=O>[C:9]([C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][C:6]=1[O:8][CH2:17][CH2:16][CH2:15][O:14][CH3:13])([CH3:12])([CH3:11])[CH3:10]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 5245511-Bromo-3-methoxypropaneHCID 103313825-Bromo-2-tert-butylphenol

Product 1

HCID 21458597HCID 21458597, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
60 °C

Procedure

A suspension of 2.60 g of 5-bromo-2-tert-butyl-phenol, 4.34 g of 3-methoxypropyl bromide and 5.55 g of caesium carbonate in 40 ml of acetone is stirred at 60° C. overnight. After cooling to room temperature, the mixture is filtered and the crude product obtained after concentration of the filtrate is purified by means of FC (80 g of silica gel, hexane/ethyl acetate=98:2). The title compound is obtained in the form of an oil: Rf (hexane/ethyl acetate=9:1)=0.56.

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationthe mixture is filtered
  3. customthe crude product obtained after concentration of the filtrate
  4. customis purified by means of FC (80 g of silica gel, hexane/ethyl acetate=98:2)

Sources & evidence

ORD record
ord-f13fcb7e1d884d2ba94a1fdc37874eb1
Source dataset
uspto-grants-1997_07
Patent number
US05646143

Reaction notes

Loading…