Water → HCID 22678555, compound

HRID 1837716Notes

Reaction equation

HRID 1837716 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].Br[CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH2:12]1[CH2:13][CH2:14][CH2:15][CH2:16][CH:11]1[CH2:10][O:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Br:1]

Participants

6

Reactant 4

HCID 962WaterHCID 72442-BromophenolHCID 11430Potassium CarbonateHCID 137636Cyclohexane, (bromomethyl)-

Product 1

HCID 22678555HCID 22678555, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

5.00 ml of 2-bromophenol was dissolved in 90 ml of N,N-dimethylformamide, 7.21 ml of (bromomethyl)cyclohexane and 7.15 g of potassium carbonate were added thereto, and the mixture was stirred at 100° C. for 5 hours. Water was added to the reaction solution, and the mixture was extracted with n-hexane. The organic layer was washed with water, 5N-sodium hydroxide and brine, and then dried over anhydrous magnesium sulfate. The mixture was filtered through alumina, and the solvent was evaporated, to give 10.47 g of the title compound as a slight yellow oil.

Workup

  1. extractionthe mixture was extracted with n-hexane
  2. washThe organic layer was washed with water, 5N-sodium hydroxide and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationThe mixture was filtered through alumina
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-aa44cd0751c84a368bf58f80584ccfeb
Source dataset
uspto-grants-2004_08
Patent number
US06784192B2

Reaction notes

Loading…