Hydrochloric Acid → 3,5-Bis(2-tetrahydropyranyloxy)styrene

HRID 1110097노트

반응식

HRID 1110097 반응식
Cl.[OH:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([OH:11])[CH:10]=1)[CH:6]=[CH2:7].[O:12]1[CH:17]=[CH:16][CH2:15][CH2:14][CH2:13]1>>[O:12]1[CH2:13][CH2:14][CH2:15][CH2:16][CH:17]1[O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:11][CH:13]2[CH2:14][CH2:15][CH2:16][CH2:17][O:12]2)[CH:10]=1)[CH:6]=[CH2:7]

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 80803,4-dihydro-2H-pyranHCID 121640631,3-Benzenediol, 5-ethenyl-

생성물 1

HCID 190190653,5-Bis(2-tetrahydropyranyloxy)styrene수율 62%

반응 조건

온도
40 °C

실험 절차

0.5 ml of concentrated hydrochloric acid is added to 80 g (587 mmol) of 3,5-dihydroxystyrene in 300 g of dihydropyran and the reaction mixture is stirred for 2 h at 40° C. The mixture is then poured into ice-water and extracted twice with ether. The organic phase is washed three times at 0° C. with 1N NaOH, dried, and concentrated by evaporation. The residue is purified by column chromatography (silica gel, hexane/ethyl acetate 4:1), giving 110 g (62%) of a viscous liquid.

후처리

  1. extractionextracted twice with ether
  2. washThe organic phase is washed three times at 0° C. with 1N NaOH
  3. customdried
  4. concentrationconcentrated by evaporation
  5. customThe residue is purified by column chromatography (silica gel, hexane/ethyl acetate 4:1)

출처 및 근거

ORD 기록
ord-e614a96bd1534259a8571c8e7eb00ca0
출처 데이터셋
uspto-grants-1994_06
특허 번호
US05324804

반응 노트

불러오는 중…