Phenol → HCID 57173787, compound

HRID 359612

Reaction equation

HRID 359612 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])=[CH:2][CH3:3].[C:11]1([OH:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[CH2:18](Br)[CH:19]=[CH2:20].Br[CH2:23]Br>>[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH2:23][O:17][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH:20]=[CH:19][CH3:18])=[CH:2][CH3:3]

Participants

5

Reactant 4

HCID 996PhenolHCID 3024DibromomethaneHCID 7841Allyl bromideHCID 930292-Propenylphenol

Product 1

HCID 57173787HCID 57173787, compound

Procedure

The preparation of 2-propenylphenol from phenol and allyl bromide is similar to that outlined1. The reaction of this compound with dibromomethane is similar to that described above for di (N-phenylcarboxaldimine-4-phenoxy)methane. The title compound was extracted with ether 3×100 ml portions from the aqueous dimethylformamide solution, washed with aqueous potassium hydroxide (10%) and then water. The ether phase was dried over sodium sulphate and the solvent was stripped off under reduced pressure. The oil which contained some (~5%) of a less polar component and at least two isomeric forms of the title compound, as indicated from high pressure liquid chromatography, was used without further purification in the reaction below.

Workup

  1. extractionThe title compound was extracted with ether 3×100 ml portions from the aqueous dimethylformamide solution
  2. washwashed with aqueous potassium hydroxide (10%)
  3. dry with materialThe ether phase was dried over sodium sulphate
  4. customwas used without further purification in the reaction below

Sources & evidence

ORD record
ord-35b23179de3e4e17a12734ba84fc7665
Source dataset
uspto-grants-1991_03
Patent number
US05001294

Linked notes

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