2-n-Pentyl-3-(1-carbethoxy-2-oxopropyl)-1-cyclopentanone → Cyclopentanone, 3-(2-oxopropyl)-2-pentyl-

HRID 372817Notes

Reaction equation

HRID 372817 reaction equation
[CH2:1]([CH:6]1[CH:10]([CH:11](C(OCC)=O)[C:12](=[O:14])[CH3:13])[CH2:9][CH2:8][C:7]1=[O:20])[CH2:2][CH2:3][CH2:4][CH3:5]>O>[CH2:1]([CH:6]1[CH:10]([CH2:11][C:12](=[O:14])[CH3:13])[CH2:9][CH2:8][C:7]1=[O:20])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

3

Reactant 1

HCID 205565562-n-Pentyl-3-(1-carbethoxy-2-oxopropyl)-1-cyclopentanone

Product 1

HCID 162030Cyclopentanone, 3-(2-oxopropyl)-2-pentyl-Yield 90.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

513 g of 2-n-pentyl-3-(1-carbethoxy-2-oxopropyl)-1-cyclopentanone were mixed in an autoclave with an equal weight of water. The autoclave was then purged of the air which it contained, closed and heated up to a temperature of 140°-150° C for 2 hours. After cooling, extraction, washing and distillation, there was obtained 332 g of 2-n-pentyl-3-(2-oxopropyl)-1-cyclopentanone (yield = 90.6%) having nD20 = 1.432 and d420 = 0.961.

Workup

  1. customThe autoclave was then purged of the air which it
  2. customclosed
  3. temperatureheated up to a temperature of 140°-150° C for 2 hours
  4. temperatureAfter cooling
  5. extractionextraction
  6. washwashing
  7. distillationdistillation

Sources & evidence

ORD record
ord-25d0d58d946d46c2984476f7f8e16da7
Source dataset
uspto-grants-1978_05
Patent number
US04092362

Reaction notes

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