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

HRID 1600894노트

반응식

HRID 1600894 반응식
[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

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 21830630HCID 21830630, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-4665d07dd28c44ff864a3a9f385db622
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05977105

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