p-Toluenesulfonic acid → 2-Propenoic acid, 3-(2-hydroxy-5-methylphenyl)-, ethyl ester

HRID 655068노트

반응식

HRID 655068 반응식
[CH2:1]([O:3][C:4](=[O:21])[CH:5]=[CH:6][C:7]1[CH:12]=[C:11]([CH3:13])[CH:10]=[CH:9][C:8]=1[O:14]C1CCCCO1)[CH3:2].C1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C>[CH2:1]([O:3][C:4](=[O:21])/[CH:5]=[CH:6]/[C:7]1[CH:12]=[C:11]([CH3:13])[CH:10]=[CH:9][C:8]=1[OH:14])[CH3:2]

참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 539559873-[5-Methyl-2-(tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid ethyl ester

생성물 1

HCID 153056922-Propenoic acid, 3-(2-hydroxy-5-methylphenyl)-, ethyl ester수율 71%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 193.7 g 3-[5-methyl-2-(tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid ethyl ester (Bunce, R., Moore, J., Org. Prep. Proc., 29(3), 293 (1997)) and 2 g p-toluenesulfonic acid in 2.5 l of ethanol was stirred at room temperature for 24 hours. Then the reaction mixture was concentrated and the residue was diluted with ether, washed with saturated sodium bicarbonate and brine, dried and evaporated to dryness. The resulting yellow solid was recrystallized to yield 97.7 g of colourless crystals.

후처리

  1. concentrationThen the reaction mixture was concentrated
  2. additionthe residue was diluted with ether
  3. washwashed with saturated sodium bicarbonate and brine
  4. customdried
  5. customevaporated to dryness
  6. customThe resulting yellow solid was recrystallized

출처 및 근거

ORD 기록
ord-f9bd66031b74495f9115760ce39e80c9
출처 데이터셋
uspto-grants-2011_12
특허 번호
USRE043006E1

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