Octanoic Acid → HCID 118037726, compound

HRID 587793Notes

Reaction equation

HRID 587793 reaction equation
[N+:1]([C:4]([N+:8]([O-:10])=[O:9])(O)[CH2:5]C)([O-:3])=[O:2].[C:11]([OH:20])(=[O:19])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].Cl[CH:22](Cl)C>>[C:11]([O:20][CH2:22][C:4]([N+:8]([O-:10])=[O:9])([N+:1]([O-:3])=[O:2])[CH3:5])(=[O:19])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 3

HCID 379Octanoic AcidHCID 63651,1-DichloroethaneHCID 54131844Dinitropropanol

Product 1

HCID 118037726HCID 118037726, compoundYield 90%

Conditions

Temperature
70 °C

Procedure

Dinitropropanol (25.5 g, 0.17 mol), octanoic acid (27.4 g, 0.19 mol) and 50 g of polyphosphoric acid were added to 50 mL of dichloroethane and the resulting mixture was slowly stirred using a stirrer. The solution thus obtained was slowly heated to 70° C. and then reacted for 15 hr (overnight). After the reaction, the temperature of the reactor was lowered to room temperature, and the stirrer was powered off. When the temperature of the reactor was room temperature, the dichloroethane layer was decanted, followed by extraction with a 1 N sodium hydroxide aqueous solution and then distillation under reduced pressure, affording 2,2-dinitropropyl octanoate (42.3 g, yield: 90%).

Workup

  1. customThe solution thus obtained
  2. customreacted for 15 hr (overnight)
  3. customAfter the reaction
  4. customwas lowered to room temperature
  5. customwas room temperature
  6. customthe dichloroethane layer was decanted
  7. extractionfollowed by extraction with a 1 N sodium hydroxide aqueous solution
  8. distillationdistillation under reduced pressure

Sources & evidence

ORD record
ord-426384fff4084cec8926e780ff5c4956
Source dataset
uspto-grants-2016_01
Patent number
US09227910B2

Reaction notes

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