4-Vinylphenol → p-Hydroxystyrene p-tert-butoxystyrene

HRID 2226807

Reaction equation

HRID 2226807 reaction equation
[C:1]([O:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[CH2:11])=[CH:8][CH:7]=1)([CH3:4])([CH3:3])[CH3:2].[OH:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=[CH2:20])=[CH:17][CH:16]=1>>[C:1]([O:5][C:6]1[CH:7]=[CH:8][C:9]([CH:10]=[CH2:11])=[CH:12][CH:13]=1)([CH3:4])([CH3:2])[CH3:3].[OH:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=[CH2:20])=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 624534-VinylphenolHCID 5775311-(Tert-butoxy)-4-ethenylbenzene

Product 1

HCID 68598693p-Hydroxystyrene p-tert-butoxystyreneYield 84.3%

Procedure

Using p-tert-butoxystyrene (3.5 g, 0.02 mole) and p-hydroxystyrene (2.7 g, 0.02 mole), free radical polymerization was carried out in the same manner as described in Synthesis Example 1. Then, the reaction mixture was poured into petroleum ether, and the precipitate was filtered, washed and dried in vacuo to give 5.0 g of the title compound as a white powder having Mw 10000 (GPC with polystyrene calibration). The composition of the polymer was found to be p-tert-butoxystyrene and p-hydroxystyrene in a molar ratio of ca. 1:1 based on 1HNMR analysis.

Workup

  1. customas described in Synthesis Example 1
  2. filtrationthe precipitate was filtered
  3. washwashed
  4. customdried in vacuo

Sources & evidence

ORD record
ord-35384e42d91a4e5793508b75dc79d351
Source dataset
uspto-grants-1994_09
Patent number
US05350660

Linked notes

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