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

HRID 1502050ノート

反応式

HRID 1502050 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d6fa682fd5e148d68f66fc84d80834ae
出典データセット
uspto-grants-2015_12
特許番号
US09206199B2

反応ノート

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