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Trifluoromethanesulfonic anhydride → (2-Cyano-5-methoxyphenyl)trifluoromethanesulphonate

HRID 654368
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HRID 654368 반응식
[F:1][C:2]([F:15])([F:14])[S:3]([O:6]S(C(F)(F)F)(=O)=O)(=[O:5])=[O:4].[C:16]([C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=1O)#[N:17]>N1C=CC=CC=1>[C:16]([C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=1[O:6][S:3]([C:2]([F:15])([F:14])[F:1])(=[O:5])=[O:4])#[N:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 67749Trifluoromethanesulfonic anhydrideHCID 114236802-Hydroxy-4-methoxybenzonitrile

생성물 1

HCID 19771853(2-Cyano-5-methoxyphenyl)trifluoromethanesulphonate수율 81.1%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

Trifluoromethanesulphonic anhydride (2.06 g) was added dropwise to a solution of 2-cyano-5-methoxyphenol (1.0 g) in dry pyridine (20 ml) at 0° C. under an atmosphere of argon. Volatile material was removed by evaporation and the residue was dissolved in ethyl acetate (30 ml). The solution was washed with water (60 ml) and saturated sodium chloride solution (30 ml) and dried (MgSO4). The solvent was removed by evaporation and the residue purified by flash chromatography, eluting with ethyl acetate/hexane (1:3 v/v), to give (2-cyano-5-methoxyphenyl)trifluoromethanesulphonate (1.53 g) as an oil; NMR (CDCl3): 3.9(s,3H), 6.95(d,1H), 7.0(d,1H), 7.7(d,1H).

후처리

  1. customVolatile material was removed by evaporation
  2. dissolutionthe residue was dissolved in ethyl acetate (30 ml)
  3. washThe solution was washed with water (60 ml) and saturated sodium chloride solution (30 ml)
  4. dry with materialdried (MgSO4)
  5. customThe solvent was removed by evaporation
  6. customthe residue purified by flash chromatography
  7. washeluting with ethyl acetate/hexane (1:3 v/v)

출처 및 근거

ORD 기록
ord-d2d74b3b03554563a9e3a6dc878eec83
출처 데이터셋
uspto-grants-1992_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05130318

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