Water → (+/-)-alpha-(Naphthylthioethyl)-3-pyridinepropanol

HRID 1600894ノート

反応式

HRID 1600894 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][C:9](=[O:23])[CH2:10][CH2:11][S:12][C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=2)[CH:2]=1.[BH4-].[Na+].O>C(O)C>[C:13]1([S:12][CH2:11][CH2:10][CH:9]([OH:23])[CH2:8][CH2:7][C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[C:14]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:20]=[CH:21][CH:22]=1

参加物

5

反応物 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 21830630HCID 21830630、化合物

生成物 1

HCID 21830650(+/-)-alpha-(Naphthylthioethyl)-3-pyridinepropanol収率 28%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

1-(3-Pyridyl)-5-(2-naphthylthio)-3-pentanone (0.142 g) and sodium borohydride (0.025 g) were dissolved in ethanol (20 ml) and stirred for 15 hours at room temperature. Water was added to the reaction mixture, which was extracted with dichloromethane, the extracts dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography over silica eluting with dichloromethane:ethyl acetate (1:3) to give the title compound as a white solid (0.040 g).

後処理

  1. extractionwas extracted with dichloromethane
  2. dry with materialthe extracts dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by column chromatography over silica eluting with dichloromethane:ethyl acetate (1:3)

出典と根拠

ORDレコード
ord-4665d07dd28c44ff864a3a9f385db622
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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