Sodium Chloride → HCID 15030057, compound

HRID 1087666Notes

Reaction equation

HRID 1087666 reaction equation
C([O:4][C:5]([CH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:6](=[O:8])[CH3:7])(=O)C.[OH-].[K+].[Cl-].[Na+]>CO>[CH:15]1([C:5]([OH:4])([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:6](=[O:8])[CH3:7])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 14797Potassium HydroxideHCID 15105835HCID 15105835, compound

Product 1

HCID 15030057HCID 15030057, compoundYield 75.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-acetoxy-1-cyclohexyl-1-phenylpropan-2-one (16.42 g, 0.06 mole) in 55 ml of a 90% aqueous methanol solution was added 3.2 g of potassium hydroxide. The solution was refluxed for 15 minutes, cooled, and 90 ml of a saturated aqueous sodium chloride solution was added. The reaction mixture was washed twice with ether. The ether washes were combined, dried and evaporated to dryness under vacuum. The crude product was vacuum distilled to afford a clear oil (10.51 g, 75.4%), bp 125°-8° C. (0.1 mm). NMR (CDCl3) δ7.6-7.2(m, 5H), 4.5(s, 1H), 2.1(s, 3H), 2.5-0.9(m, 11H). IR (neat) 3456, 3057, 1705, 1448, 1358, 1209, 1124 cm-1.

Workup

  1. temperatureThe solution was refluxed for 15 minutes
  2. temperaturecooled
  3. washThe reaction mixture was washed twice with ether
  4. customdried
  5. customevaporated to dryness under vacuum
  6. distillationdistilled

Sources & evidence

ORD record
ord-40aa0fd521554e7b9792bd6e2f7b0eb8
Source dataset
uspto-grants-1991_07
Patent number
US05036107

Reaction notes

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