4-Isopropylphenol → HCID 22925854, compound

HRID 493025Notes

Reaction equation

HRID 493025 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].Cl.[CH3:12][CH2:13][O:14][CH2:15][CH3:16].C(OCC)=C>C(OCC)(=O)C>[CH2:13]([O:14][CH:15]([O:10][C:7]1[CH:8]=[CH:9][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:5][CH:6]=1)[CH3:16])[CH3:12]

Participants

5

Reactant 3

HCID 74654-IsopropylphenolHCID 8023Ethyl vinyl etherHCID 10953452Ether hydrochloride

Product 1

HCID 22925854HCID 22925854, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 50 ml of dehydrated ethyl acetate (AcOEt) were added 5.0 g (36.7 mmol) of 4-isopropylphenol and 1.7 ml of hydrochloric acid/ether (HCl-Ether) solution (1.0 mol/L), and temperature of the reaction system was controlled to 40° C. Ethyl vinyl ether (7.9 g: 109.6 mmol) was added dropwise to the mixture, and the resultant mixture was stirred overnight. After the completion of the reaction, the reaction mixture was washed with an aqueous solution of sodium hydrogencarbonate, and washed with water to remove the solvent. Thus obtained mixture was purified by silica gel column chromatography (eluent: hexane) to provide 7.0 g (33.6 mmol) of 1-(1-ethoxy)ethoxy-4-isopropylbenzene.

Workup

  1. customwas controlled to 40° C
  2. customAfter the completion of the reaction
  3. washthe reaction mixture was washed with an aqueous solution of sodium hydrogencarbonate
  4. washwashed with water
  5. customto remove the solvent
  6. customThus obtained mixture was purified by silica gel column chromatography (eluent: hexane)

Sources & evidence

ORD record
ord-932c9472b01c48fd9798ff16a2d35c72
Source dataset
uspto-grants-2009_05
Patent number
US07534547B2

Reaction notes

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