Sulfuric Acid → p-Tetrahydropyranylstyrene p-hydroxystyrene

HRID 129368노트

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HRID 129368 반응식
[CH:1]#[C:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.[O:10]1[CH:15]=[CH:14][CH2:13][CH2:12][CH2:11]1.S(=O)(=O)(O)O>C(COC)OC>[O:10]1[CH2:11][CH2:12][CH2:13][CH2:14][CH:15]1[C:6]1[CH:7]=[CH:8][C:3]([CH:2]=[CH2:1])=[CH:4][CH:5]=1.[OH:9][C:6]1[CH:7]=[CH:8][C:3]([CH:2]=[CH2:1])=[CH:4][CH:5]=1

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 80803,4-dihydro-2H-pyranHCID 327584-Ethynylphenol

생성물 1

HCID 131719203p-Tetrahydropyranylstyrene p-hydroxystyrene수율 93.6%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

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.

후처리

  1. customfollowed by reaction at 30°-40° C. for 15 hours
  2. customAfter reaction
  3. customthe mixture was evaporated in vacuo
  4. additionthe residue was neutralized by addition of sodium carbonate
  5. additionpoured into H2O (1 liter)
  6. filtrationThe precipitate was filtered by suction
  7. washwashed with H2O
  8. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-3cb24663ba8949e3889f345c771e8b64
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05468589

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