تفاعل #216550

ord-3cb24663ba8949e3889f345c771e8b64

معادلة التفاعل

C#Cc1ccc(O)cc1
poly(p-hydroxystyrene)
C1=COCCC1
3,4-dihydro-2H-pyran
O=S(=O)(O)O
sulfuric acid
C=Cc1ccc(C2CCCCO2)cc1.C=Cc1ccc(O)cc1
title compound
المردود 93.6%
C=Cc1ccc(C2CCCCO2)cc1.C=Cc1ccc(O)cc1
p-tetrahydropyranylstyrene p-hydroxystyrene
المردود 93.6%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىfollowed by reaction at 30°-40° C. for 15 hours
  2. 2
    أخرىAfter reaction
  3. 3
    أخرىthe mixture was evaporated in vacuo
  4. 4
    workup.ADDITIONthe residue was neutralized by addition of sodium carbonate
  5. 5
    workup.ADDITIONpoured into H2O (1 liter)
  6. 6
    ترشيحThe precipitate was filtered by suction
  7. 7
    غسيلwashed with H2O
  8. 8
    أخرىdried under reduced pressure

الإجراء التجريبي

To a solution of poly(p-hydroxystyrene) (9.0 g) [MARUKA LYNCUR-M, manufactured by Maruzen Petrochemical Co., Ltd., Mw 10000 and Mn 5000] in dimethoxyethane (100 ml), 3,4-dihydro-2H-pyran (12.6 g) and conc. sulfuric acid (0.5 ml) were added, followed by reaction at 30°-40° C. for 15 hours with stirring. After reaction, the mixture was evaporated in vacuo, the residue was neutralized by addition of sodium carbonate and poured into H2O (1 liter). The precipitate was filtered by suction, washed with H2O and dried under reduced pressure to give 11.0 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-tetrahydropyranyloxystyrene unit and p-hydroxystyrene unit in a molar ratio of ca. 3:7 based on 1HNMR.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05468589uspto-grants-1995_11