Morpholine → Chroman-2-ol

HRID 2226624

반응식

HRID 2226624 반응식
C(C1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][C:5]=1[OH:14])(=O)C.C1C2CC(=[O:22])C(C2)C1.N1CCOCC1>C1(C)C=CC=CC=1>[O:22]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH2:6][CH:5]1[OH:14]

참가 물질

5

반응물 3

HCID 8083MorpholineHCID 10345Bicyclo(2.2.1)heptan-2-oneHCID 684551-(2-Hydroxy-1-naphthyl)ethan-1-one

생성물 1

HCID 11171070Chroman-2-ol

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution was prepared by dissolving 10 g (0.054 mole) of 1-acetyl-2-naphthol, 6.6 g (0.06 mole) of norcamphor and 8.7 g (0.10 mole) of morpholine in 300 cc of toluene, and the solution was boiled for 5 hours and water was separated. After termination of the reaction toluene was removed under reduced pressure, and the remaining chromanone compound was recrystallized from acetone, and the chromanon compound was dissolved in 200 cc of methanol and lithium aluminum hydride was added to the solution to form a chromanol compound. Then, 6.49 g of this chromanol compound was heated at 170° to 180° C. together with anhydrous copper sulfate in a carbon dioxide current for 10 minutes and the obtained brown viscous liquid was purified by the chromatography on silica gel to obtain 5.1 g of a chromene compound represented by the following formula: ##STR68##

후처리

  1. customA solution was prepared
  2. customwater was separated
  3. customAfter termination of the reaction toluene
  4. customwas removed under reduced pressure
  5. customthe remaining chromanone compound was recrystallized from acetone
  6. dissolutionthe chromanon compound was dissolved in 200 cc of methanol
  7. additionlithium aluminum hydride was added to the solution

출처 및 근거

ORD 기록
ord-b1518844e3324af1b0ab481d4df0c8b2
출처 데이터셋
uspto-grants-1994_09
특허 번호
US05349065

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