Sulfuric Acid → 1-(2-Hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethanone

HRID 898134노트

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HRID 898134 반응식
[CH2:1]([S:7][C:8]1[N:13]=[C:12]([CH:14]([OH:16])[CH3:15])[CH:11]=[C:10]([CH3:17])[N:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.OS(O)(=O)=O>CC(C)=O>[CH2:1]([S:7][C:8]1[N:13]=[C:12]([C:14](=[O:16])[CH3:15])[CH:11]=[C:10]([CH3:17])[N:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 692907201-(2-Hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethanolHCID 131709961Jones' reagent

생성물 1

HCID 692927551-(2-Hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethanone수율 44%

시약·촉매·용매 1

HCID 180Acetone용매

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온도
20 °C

실험 절차

1-(2-Hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethanol (2.2 g, 8.65 mmol) was dissolved under nitrogen in acetone (20 mL). Then 2 M Jones' reagent prepared from 20 g CrO3 in 100 mL 4 M H2SO4 (6.5 mL, 13 mmol) was add dropwise. After stirring for 2 h at 20° C., the resulting green solution was decanted from the chromium salts and extracted with AcOEt and sat. NaCl solution. The crude product was purified by chromatography on silica gel with a heptane/AcOEt gradient. One obtained 960 mg (44 %) of white crystals. MS: m/z=252 (M).

후처리

  1. additionwas add dropwise
  2. customthe resulting green solution was decanted from the chromium salts
  3. extractionextracted with AcOEt and sat. NaCl solution
  4. customThe crude product was purified by chromatography on silica gel with a heptane/AcOEt gradient

출처 및 근거

ORD 기록
ord-203a9b8813974ef6b56ea1e9bbf0b63d
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07351700B2

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