HCID 19363527, compound → HCID 18931811, compound

HRID 1597717Notes

Reaction equation

HRID 1597717 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]>C(C(C)=O)C(C)C>[OH:1][CH2:2][CH2:3][CH2:4][O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

3

Reactant 1

HCID 19363527HCID 19363527, compound

Product 1

HCID 18931811HCID 18931811, compoundYield 95.1%

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

50.1 g (0.36 mol) of potassiumn carbonate and 115.6 g of methyl isobutyl ketone were added to 124 g (0.69 mol) of 1-hydroxy-2-pentoxybenzene and 100.8 g (0.69 mol), after which the mixture was refluxed for 40 hours. The mixture was cooled, after which the potassium carbonate was filtered off and the methyl isobutyl ketone was distilled off under reduced pressure. The oily residue was then subjected to fractional distillation over a short column under reduced pressure from an oil pump. 78.2 g of 1-(3'-hydroxypropoxy)-2-pentoxybenzene were obtained at 5 mbar and a boiling point of 140°-148° C.

Workup

  1. temperatureafter which the mixture was refluxed for 40 hours
  2. temperatureThe mixture was cooled
  3. filtrationafter which the potassium carbonate was filtered off
  4. distillationthe methyl isobutyl ketone was distilled off under reduced pressure
  5. distillationThe oily residue was then subjected to fractional distillation over a short column under reduced pressure from an oil pump

Sources & evidence

ORD record
ord-f5b01a4af6394bff845579d547874d02
Source dataset
uspto-grants-1998_04
Patent number
US05736068

Reaction notes

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