Sodium Chloride → HCID 15030057, compound

HRID 1087656Notes

Reaction equation

HRID 1087656 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 mol) 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 sodium chloride was added. The reaction mixture was transferred to a separatory funnel and washed with ether. The ether washes were combined, dried over sodium sulfate, and evaporated to dryness under vacuum. The crude product was vacuum distilled to afford a clear oil (10.51 g, 75.4%). Bp 125°-28° C. (0.1 mm). 1H 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. customThe reaction mixture was transferred to a separatory funnel
  4. washwashed with ether
  5. dry with materialdried over sodium sulfate
  6. customevaporated to dryness under vacuum
  7. distillationdistilled

Sources & evidence

ORD record
ord-9b1d8603a30949c28ff70bc61c3156f0
Source dataset
uspto-grants-1991_07
Patent number
US05036107

Reaction notes

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