m-Chloroperbenzoic acid → 2-Chloro-6-fluoro-3-(oxiran-2-yl)benzonitrile

HRID 2175866노트

반응식

HRID 2175866 반응식
[Cl:1][C:2]1[C:9]([CH:10]=[CH2:11])=[CH:8][CH:7]=[C:6]([F:12])[C:3]=1[C:4]#[N:5].C1C=C(Cl)C=C(C(OO)=[O:21])C=1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[C:9]([CH:10]2[CH2:11][O:21]2)=[CH:8][CH:7]=[C:6]([F:12])[C:3]=1[C:4]#[N:5]

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 867270812-Chloro-6-fluoro-3-vinylbenzonitrile

생성물 1

HCID 867270822-Chloro-6-fluoro-3-(oxiran-2-yl)benzonitrile

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

2-chloro-6-fluoro-3-vinylbenzonitrile dissolved in CHCl3 (300 mL) then added mCPBA (29.4 g, 171 mmol) and stirred at RT for 16 h. When TLC showed starting materials were consumed, the mixture was washed with Na2S2O3 (1×), 1N NaOH (1×), brine (2×), then dried over Na2SO4. Filtered and concentrated then purified by MPLC chromatography using 330 g ISCO Redi-sep column and eluted with 20% ethyl acetate/hexane solvent system to yield 2-chloro-6-fluoro-3-(oxiran-2-yl)benzonitrile.

후처리

  1. customwere consumed
  2. washthe mixture was washed with Na2S2O3 (1×), 1N NaOH (1×), brine (2×)
  3. dry with materialdried over Na2SO4
  4. filtrationFiltered
  5. concentrationconcentrated
  6. customthen purified by MPLC chromatography
  7. washeluted with 20% ethyl acetate/hexane solvent system

출처 및 근거

ORD 기록
ord-4a54b361d3bf45a188b66dbf82ff6df1
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09062070B2

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