1,3,5-Trichlorobenzene → HCID 12767831, compound

HRID 1157733Notes

Reaction equation

HRID 1157733 reaction equation
[CH2:1]([O:4][CH2:5][CH:6]=[CH2:7])[CH:2]=[CH2:3].Cl[C:9]1[CH:14]=[C:13]([Cl:15])C=C(Cl)C=1>>[Cl:15][C:13]1[CH:14]=[CH:9][C:1]([O:4][C:5]2[CH:3]=[CH:2][C:1]([OH:4])=[C:7]([CH2:7][CH:6]=[CH2:5])[CH:6]=2)=[CH:2][CH:3]=1

Participants

3

Reactant 2

HCID 79501,3,5-TrichlorobenzeneHCID 11194Diallyl ether

Product 1

HCID 12767831HCID 12767831, compound

Procedure

The crude allyl ether from step 3 (20.0 g) was dissolved in 2,4,6-trichlorobenzene (60 mL) and the solution was heated at reflux for 4 h. After being cooled to room temperature, the solution was directly loaded onto a column of silica gel and eluted sequentially with hexane and a 8:2 mixture of hexane and ethyl acetate to give 4-(4-chlorophenoxy)-2-(2-propenyl)phenol.

Workup

  1. temperaturethe solution was heated
  2. temperatureat reflux for 4 h
  3. washeluted sequentially with hexane
  4. additiona 8:2 mixture of hexane and ethyl acetate

Sources & evidence

ORD record
ord-102006213f0443fabc985e0abd2e939e
Source dataset
uspto-grants-2010_10
Patent number
US07807692B2

Reaction notes

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