(+/-)-alpha-(6-(Benzyloxy)-2-naphthyloxymethyl)-3-pyridinepropanol → alpha-(6-Hydroxy-2-naphthyloxymethyl)-3-pyridinepropanol

HRID 1600907노트

반응식

HRID 1600907 반응식
C([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([O:19][CH2:20][CH:21]([OH:30])[CH2:22][CH2:23][C:24]1[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=1)[CH:13]=[CH:12]2)C1C=CC=CC=1>C(O)C.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([O:19][CH2:20][CH:21]([OH:30])[CH2:22][CH2:23][C:24]1[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=1)[CH:13]=[CH:12]2

참가 물질

4

반응물 1

HCID 21830659(+/-)-alpha-(6-(Benzyloxy)-2-naphthyloxymethyl)-3-pyridinepropanol

생성물 1

HCID 21830706alpha-(6-Hydroxy-2-naphthyloxymethyl)-3-pyridinepropanol수율 78.9%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

Solid α-(6-(benzyloxy)-2-naphthyloxymethyl)-3-pyridinepropanol (0.90 g; from Example 29 above) was dissolved in dry ethanol (20 ml) and hydrogenated for 2 hours at 5 atmospheres pressure using palladium on carbon (10%, 1 spatula end) as catalyst. The reaction was filtered through Celite and the residue washed with ethanol. The combined filtrate and washings were concentrated under reduced pressure and the residue obtained purified by column chromatography over silica eluting with dichloromethane:methanol (95:5) to give a white solid (0.55 g).

후처리

  1. filtrationThe reaction was filtered through Celite
  2. washthe residue washed with ethanol
  3. concentrationThe combined filtrate and washings were concentrated under reduced pressure
  4. customthe residue obtained
  5. custompurified by column chromatography over silica eluting with dichloromethane:methanol (95:5)

출처 및 근거

ORD 기록
ord-1765acf5a7df4f019f4e2394c2bab546
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05977105

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