Ethylene Glycol → HCID 13137234, compound

HRID 1073699Notes

Reaction equation

HRID 1073699 reaction equation
[CH3:1][C:2]1[O:13][C:5]([CH:6](O)[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])=[CH:4][CH:3]=1.C(O)C[OH:16].O.C([O-])(=O)C.[Na+]>C(O)(=O)C>[CH2:7]([CH:6]1[C:2]([OH:13])([CH3:1])[CH:3]=[CH:4][C:5]1=[O:16])[CH2:8][CH2:9][CH2:10][CH3:11]

Participants

6

Reactant 4

HCID 174Ethylene GlycolHCID 962WaterHCID 517045Sodium AcetateHCID 11105991HCID 11105991, compound

Product 1

HCID 13137234HCID 13137234, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In the same apparatus as in Example 1 5-methyl-α-n-pentyl-furfuryl alcohol (40 parts), ethylene glycol (20 parts) and a buffer solution prepared from water (1200 parts) and sodium acetate (0.5 part) and adjusted to pH 5.2 with acetic acid were charged, and the resultant mixture was stirred at 100° C. in a nitrogen stream for 20 hours. The reaction mixture was cooled and extracted with toluene. The extract was concentrated to give 2-n-pentyl-3-hydroxy-3-methyl-4-cyclopentenone in a yield of 84 %.

Workup

  1. additionwere charged
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted with toluene
  4. concentrationThe extract was concentrated

Sources & evidence

ORD record
ord-cb5b018eb9824742bceda55fb5af5e7b
Source dataset
uspto-grants-1990_11
Patent number
US04970345

Reaction notes

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