Cetyl Alcohol → HCID 13392722, compound

HRID 1904916Notes

Reaction equation

HRID 1904916 reaction equation
[C:1]([O:4][CH:5]1[O:10][CH:9]([CH:11]([CH3:13])[CH3:12])[C:8](=[O:14])[CH:7]=[CH:6]1)(=O)[CH3:2].[CH2:15](O)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]CC>C(OCC)C>[CH2:1]([O:4][CH:5]1[O:10][CH:9]([CH:11]([CH3:13])[CH3:12])[C:8](=[O:14])[CH:7]=[CH:6]1)[CH2:2][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH3:15]

Participants

4

Reactant 2

HCID 2682Cetyl AlcoholHCID 159178365-Oxo-6-(propan-2-yl)-5,6-dihydro-2H-pyran-2-yl acetate

Product 1

HCID 13392722HCID 13392722, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In 50 ml of ethyl ether were dissolved 3.96 g of 6-acetoxy-2-isopropyl-2H-pyran-3(6H)-one and 4.84 g of cetyl alcohol with stirring. Into the solution was gradually added 0.1 ml of anhydrous stannic chloride at a temperature of 5 ° to 10° C. The reaction mixture was stirred at room temperature for 7 hours, washed twice with aqueous sodium hydrogencarbonate solution and once with saturated aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate. By the distillation of solvent was obtained 7.0 g of 6-cetyloxy-2-isopropyl-2H-pyran-3(6H)-one [compound 1] in a yellow viscous oily form.

Workup

  1. customat a temperature of 5 ° to 10° C
  2. stirringThe reaction mixture was stirred at room temperature for 7 hours
  3. washwashed twice with aqueous sodium hydrogencarbonate solution and once with saturated aqueous sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationBy the distillation of solvent

Sources & evidence

ORD record
ord-3ce945c196e247ee89d4f164f71d0612
Source dataset
uspto-grants-1989_06
Patent number
US04840957

Reaction notes

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