Water → 2-Cyclopenten-1-one, 2-pentyl-

HRID 1073696Notes

Reaction equation

HRID 1073696 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4](S(O)(=O)=O)=[CH:3][CH:2]=1.[C:12]1([CH3:19])C(C)=CC=C[CH:17]=1.[OH2:20]>>[CH2:1]([C:6]1[C:5](=[O:20])[CH2:4][CH2:3][CH:2]=1)[CH2:11][CH2:17][CH2:12][CH3:19]

Participants

4

Reactant 3

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 7237O-Xylene

Product 1

HCID 1175492-Cyclopenten-1-one, 2-pentyl-Yield 96%

Procedure

The above prepared mixture (18 parts) was admixed with p-toluenesulfonic acid (0.9 part) and xylene (54 parts) and refluxed for 2 hours, during which by-produced water was eliminated by azeotropic distillation. The reaction mixture was treated as in Example 1 to give 2-n-pentyl-2-cyclopentenone in a yield of 96 %.

Workup

  1. customThe above prepared mixture (18 parts)
  2. temperaturerefluxed for 2 hours, during which
  3. distillationwas eliminated by azeotropic distillation
  4. additionThe reaction mixture was treated as in Example 1

Sources & evidence

ORD record
ord-1f4b2bb8a9b546deb9ab88f87d2de5af
Source dataset
uspto-grants-1990_11
Patent number
US04970345

Reaction notes

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