Hydrochloric Acid → p-Hydroxystyrene cyclohexyl acrylate

HRID 2400243Notes

Reaction equation

HRID 2400243 reaction equation
C([O:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[CH2:11])=[CH:8][CH:7]=1)(C)(C)C.[C:14]([O:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)(=[O:17])[CH:15]=[CH2:16].Cl>C(O)(C)C.O>[OH:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[CH2:11])=[CH:8][CH:7]=1.[C:14]([O:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)(=[O:17])[CH:15]=[CH2:16]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86587325p-Tert-butoxystyrene cyclohexyl acrylate

Product 1

HCID 86670510p-Hydroxystyrene cyclohexyl acrylate

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
75 °C

Procedure

130.5, Gram of poly(p-tert-butoxystyrene/cyclohexyl acrylate) was suspended in isopropanol, and 30 mL of concentrated hydrochloric acid was added to the suspension. This mixture was stirred at 70 to 80° C. over 4 hours and after cooling, the reaction solution was poured in 1,500 mL of water to precipitate the reaction product. The precipitated solid was collected by filtration, washed with water and dried under reduced pressure. In this way, 85.5 g of poly(p-hydroxystyrene/cyclohexyl acrylate) was obtained as a white powder crystal.

Workup

  1. temperatureafter cooling
  2. customto precipitate the reaction product
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with water
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-8cf1d7c926d84faab3d5b2f967e81a26
Source dataset
uspto-grants-2014_08
Patent number
US08795945B2

Reaction notes

Loading…