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

HRID 1600907ノート

反応式

HRID 1600907 の反応式
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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-1765acf5a7df4f019f4e2394c2bab546
出典データセット
uspto-grants-1999_11
特許番号
US05977105

反応ノート

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