Decanal → 1,1-Diethoxydecane

HRID 347601Notes

Reaction equation

HRID 347601 reaction equation
[CH:1](=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]C.[CH:12]([O:19][CH2:20][CH3:21])([O:16][CH2:17][CH3:18])OCC.[N+]([O-])([O-])=O.[NH4+]>C(O)C>[CH2:20]([O:19][CH:12]([O:16][CH2:17][CH3:18])[CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH3:21]

Participants

5

Reactant 3

HCID 8175DecanalHCID 22985Ammonium nitrateHCID 31214Ethyl orthoformate

Product 1

HCID 1013631,1-Diethoxydecane

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Decanal diethyl acetal was prepared by reacting 316 g decanal with 354 g triethyl orthoformate in the presence of 7.6 g ammonium nitrate dissolved in 20 ml. ethanol at a temperature of 50° C. for a period of time of 4 hours. The resulting product was quenched with 32 g sodium methoxide and distilled at 170° C. at 8.0 mm Hg pressure. Then, into a 2 liter reaction flask equipped with stirrer, thermometer, heating mantle, addition funnel, vacuum apparatus, and reflux condenser the following ingredients are added at 20°:

Workup

  1. dissolutiondissolved in 20 ml
  2. customThe resulting product was quenched with 32 g sodium methoxide
  3. distillationdistilled at 170° C. at 8.0 mm Hg pressure
  4. customThen, into a 2 liter reaction flask
  5. customequipped with stirrer
  6. temperaturethermometer, heating
  7. additionmantle, addition funnel, vacuum apparatus
  8. temperaturereflux condenser the following ingredients
  9. additionare added at 20°

Sources & evidence

ORD record
ord-0e1bdbe1510746c2b197d2ec75767777
Source dataset
uspto-grants-2007_02
Patent number
US07175871B2

Reaction notes

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