Water → HCID 20027801, compound

HRID 1722838Notes

Reaction equation

HRID 1722838 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:19])[CH:13]([CH3:18])[CH2:14][C:15]([OH:17])=O)=[CH:8][CH:7]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]([CH:12]2[O:19][C:15](=[O:17])[CH:14]=[C:13]2[CH3:18])=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 20027798HCID 20027798, compound

Product 1

HCID 20027801HCID 20027801, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-(3-Bromopropyloxy)-γ-oxo-β-methylbenzenebutanoic acid (30 g) in toluene (300 ml) was refluxed with p-toluenesulfonic acid (500 mg) under a Dean-Stark water separator for 18 hours. The mixture was filtered through basic alumina (20 g). The alumina was further washed with ethyl acetate and the combined eluants were reduced to dryness to provide the title compound as an oil.

Workup

  1. filtrationThe mixture was filtered through basic alumina (20 g)
  2. washThe alumina was further washed with ethyl acetate

Sources & evidence

ORD record
ord-a6b3b84aeeb04fd8ac56cdb0a23c5e3f
Source dataset
uspto-grants-1989_08
Patent number
US04857659

Reaction notes

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