Hydrochloric Acid → 1-benzyloxy-2-ethylbenzene

HRID 2245902Notes

Reaction equation

HRID 2245902 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9])[CH3:2].[CH2:10](Cl)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[OH-].[K+].Cl>C1(C)C=CC=CC=1.CN(C=O)C>[CH2:10]([O:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[CH2:1][CH3:2])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 69972-EthylphenolHCID 7503Benzyl ChlorideHCID 14797Potassium Hydroxide

Product 1

HCID 3461331-benzyloxy-2-ethylbenzene

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6228DimethylformamideSolvent

Procedure

To a reactor were charged 8.77 g (71 mmol) of 2-ethylphenol, 10.00 g (79 mmol) of benzyl chloride, 8.06 g (144 mmol) of KOH, and 30 g of DMF, and the mixture was stirred at 65° C. to 85° C. for 3 hours. To this mixture, 55 g of hydrochloric acid and 50 g of toluene were added, the organic layer was washed with water, and the solvent was evaporated. The residue was purified by column chromatography (n-hexane) to yield the desired product, 1-benzyloxy-2-ethylbenzene, as colorless liquid (9.23 g, Yield: 61%).

Workup

  1. washthe organic layer was washed with water
  2. customthe solvent was evaporated
  3. customThe residue was purified by column chromatography (n-hexane)

Sources & evidence

ORD record
ord-93c46e8fceae4898a35d971558d0a172
Source dataset
uspto-grants-2010_03
Patent number
US07683203B2

Reaction notes

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