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Methyl propiolate → 4-(Methoxycarbonyl)-alpha-methyl-1H-1,2,3-triazole-1-acetic acid

HRID 243726
노트
인쇄 미리보기

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HRID 243726 반응식
[C:1]([O:5][CH3:6])(=[O:4])[C:2]#[CH:3].[N:7]([CH:10]([CH3:18])[C:11]([O:13]C(C)(C)C)=[O:12])=[N+:8]=[N-:9]>C1(C)C=CC=CC=1>[CH3:6][O:5][C:1]([C:2]1[N:9]=[N:8][N:7]([CH:10]([CH3:18])[C:11]([OH:13])=[O:12])[CH:3]=1)=[O:4]
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참가 물질

4

반응물 2

HCID 13536Methyl propiolateHCID 86634922Tert-butyl 2-azidopropanate

생성물 1

HCID 120338024-(Methoxycarbonyl)-alpha-methyl-1H-1,2,3-triazole-1-acetic acid

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
100 °C

실험 절차

To a solution of 1.87 g (22.3 mmol) of methyl prop-2-ynoate in 40 mL of toluene was added 1.9 g (11 mmol) of tert-butyl 2-azidopropanate. The reaction mixture was heated at 100° C. for 3 h then cooled to ambient temperature. All volatiles were removed under reduced pressure and the crude residue purified by column chromatography on silica gel eluting with a 5 to 25% acetone in hexanes gradient to afford the title compounds.

후처리

  1. temperaturethen cooled to ambient temperature
  2. customAll volatiles were removed under reduced pressure
  3. customthe crude residue purified by column chromatography on silica gel eluting with a 5 to 25% acetone in hexanes gradient

출처 및 근거

ORD 기록
ord-938a2da676864f3aa9dd3fffe89818ce
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08653260B2

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