Acetic Acid → HCID 13335396, compound

HRID 485125Notes

Reaction equation

HRID 485125 reaction equation
O[C:2]1([CH3:13])[CH:6]=[CH:5][C:4](=[O:7])[CH:3]1[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[C:14]([OH:17])(=[O:16])[CH3:15]>>[CH2:8]([C:3]1[C:4](=[O:7])[CH2:5][CH:6]([O:17][C:14](=[O:16])[CH3:15])[C:2]=1[CH3:13])[CH2:9][CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 176Acetic Acid2×HCID 13137234HCID 13137234, compound

Product 1

HCID 13335396HCID 13335396, compound

Procedure

In the same apparatus as in Example 1, 3-hydroxy-2-n-pentyl-3-methyl-4-cyclopentenone (18.2 g) and acetic acid (55 ml) were charged and heated under reflux for 15 hours with agitation. After the completion of the reaction, acetic acid was evaporated off under reduced pressure. The residue was extracted with toluene (80 ml) and water (50 ml) and treated as in Example 1 to obtain 2-n-pentyl-3-methyl-4-acetoxy-2-cyclopentenone (20.6 g). Yield, 92%. B.P., 125°-135° C./0.2-0.5 mmHg.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 15 hours with agitation
  3. customwas evaporated off under reduced pressure
  4. extractionThe residue was extracted with toluene (80 ml) and water (50 ml)
  5. additiontreated as in Example 1

Sources & evidence

ORD record
ord-b325d5c9d338437b99c94e3fe3a683b5
Source dataset
uspto-grants-1985_08
Patent number
US04535182

Reaction notes

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