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Triethylamine → 1-(N-t-butoxycarbonyl-N-methylamino)-2-oxo-5-methylhexane

HRID 847550
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HRID 847550 반응식
[C:1]([O:5][C:6]([N:8]([CH2:10][CH:11]([OH:17])[CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[CH3:9])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C>CS(C)=O>[C:1]([O:5][C:6]([N:8]([CH2:10][C:11](=[O:17])[CH2:12][CH2:13][CH:14]([CH3:15])[CH3:16])[CH3:9])=[O:7])([CH3:4])([CH3:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 8471TriethylamineHCID 19753986N-t-butoxycarbonyl-N-methylamino-2-hydroxy-5-methylhexane

생성물 1

HCID 197539251-(N-t-butoxycarbonyl-N-methylamino)-2-oxo-5-methylhexane수율 88.5%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To a solution of 1-(N-t-butoxycarbonyl-N-methylamino-2-hydroxy-5-methylhexane (2.45 g) and triethylamine (3.03 g) in dimethyl sulfoxide (20 ml) was added sulfur trioxide pyridine complex (4.77 g) under ice-bath cooling. After the mixture was stirred at ambient temperature overnight, the reaction mixture was poured into ice-water (100 ml). The mixture was extracted with diethyl ether (100 ml×2). The extract was washed with water, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (20% ethyl acetate in n-hexane as eluent) to give 1-(N-t-butoxycarbonyl-N-methylamino)-2-oxo-5-methylhexane (2.15 g).

후처리

  1. temperaturecooling
  2. extractionThe mixture was extracted with diethyl ether (100 ml×2)
  3. washThe extract was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified with silica gel column chromatography (20% ethyl acetate in n-hexane as eluent)

출처 및 근거

ORD 기록
ord-3a53f2e7437740898bcacfe1402b0681
출처 데이터셋
uspto-grants-1992_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05142048

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