Sodium Iodide → HCID 13277730, compound

HRID 1902660Notes

Reaction equation

HRID 1902660 reaction equation
Cl[CH2:2][C:3](=[O:5])[CH3:4].[I-].[Na+].[CH:8]1([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=2)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH:8]1([C:14]2[CH:15]=[CH:16][C:17]([O:20][CH2:2][C:3](=[O:5])[CH3:4])=[CH:18][CH:19]=2)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 6571ChloroacetoneHCID 11430Potassium CarbonateHCID 143274-Cyclohexylphenol

Product 1

HCID 13277730HCID 13277730, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

Freshly distilled chloroacetone (31 ml) was added to a solution of sodium iodide (1.0 g) in dry acetone (50 ml). The mixture was allowed to stand for 1 hour at room temperature and then added over 1 hour to a stirred, refluxing mixture of 4-(cyclohexyl)phenol (52.8 g) and anhydrous potassium carbonate (52 g) in dry acetone (100 ml). The stirred mixture was heated under reflux for a further 5 hours, filtered and evaporated to a brown oil which crystallised from ether-petroleum spirit (40°-60° C.) to give 1-[4-(cyclohexyl)phenoxy]-2-propanone (mp 58° C.).

Workup

  1. additionadded over 1 hour to a stirred
  2. temperaturerefluxing
  3. temperatureThe stirred mixture was heated
  4. temperatureunder reflux for a further 5 hours
  5. filtrationfiltered
  6. customevaporated to a brown oil which
  7. customcrystallised from ether-petroleum spirit (40°-60° C.)

Sources & evidence

ORD record
ord-b7031beac65b44cb93ef472124485e2b
Source dataset
uspto-grants-1982_12
Patent number
US04364956

Reaction notes

Loading…