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

HRID 1172809Notes

Reaction equation

HRID 1172809 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][C:7]2[CH:16]=[CH:15][C:10]([O:11]CC=C)=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.Cl[C:20]1[CH:25]=C(Cl)C=C(Cl)[CH:21]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[CH:8]=[CH:9][C:10]([OH:11])=[C:15]([CH2:25][CH:20]=[CH2:21])[CH:16]=2)=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 79501,3,5-TrichlorobenzeneHCID 104916203-[4-(4-Chlorophenoxy)phenoxy]-1-propene

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 an 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. additionan 8:2 mixture of hexane and ethyl acetate

Sources & evidence

ORD record
ord-123e774f3aa2456d90ac6bdf294b63f1
Source dataset
uspto-grants-2010_11
Patent number
US07834036B2

Reaction notes

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