Acetic Acid → HCID 14234822, compound

HRID 1607137Notes

Reaction equation

HRID 1607137 reaction equation
[O:1]1[CH2:5][CH2:4][C:3]2[CH:6]=[C:7]3[C:12](=[CH:13][C:2]1=2)[CH2:11][CH2:10][CH2:9][CH2:8]3.C(O)(=[O:16])C>C(O)(=O)CC>[O:1]1[CH2:5][CH2:4][C:3]2[CH:6]=[C:7]3[C:12](=[CH:13][C:2]1=2)[CH2:11][CH2:10][CH2:9][C:8]3=[O:16]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 19838480HCID 19838480, compound

Product 1

HCID 14234822HCID 14234822, compound

Reagents, catalysts & solvents 1

HCID 1032Propionic AcidSolvent

Conditions

Temperature
5 °C

Procedure

30 g of the compound of Example 16 are dissolved in 130 ml of acetic acid and 32 ml of propionic acid, and then cooled to between 0° and 5° C. A solution of Jones's reagent is added, the temperature being maintained at approximately 5° C. The mixture, maintained for one hour at this temperature, is concentrated under vacuum and then taken up with sodium bicarbonate solution in the presence of ether. After filtration, the ether phase is decanted and washed with saturated sodium chloride solution to obtain, after evaporation and drying, an oil which crystallizes.

Workup

  1. additionA solution of Jones's reagent is added
  2. temperatureThe mixture, maintained for one hour at this temperature
  3. concentrationis concentrated under vacuum
  4. filtrationAfter filtration
  5. customthe ether phase is decanted
  6. washwashed with saturated sodium chloride solution
  7. customto obtain
  8. customafter evaporation
  9. customdrying
  10. customan oil which crystallizes

Sources & evidence

ORD record
ord-81cc872769874788a10a0c53a2f0f3bc
Source dataset
uspto-grants-1989_09
Patent number
US04863951

Reaction notes

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