Vinyl Acetate → (1R)-1-[5-(3-chlorophenyl)isoxazol-3-yl]ethyl acetate

HRID 500533ノート

反応式

HRID 500533 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][N:11]=[C:10]([CH:13]([OH:15])[CH3:14])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[C:16](OC=C)(=[O:18])[CH3:17]>C1(C)C=CC=CC=1>[C:16]([O:15][C@@H:13]([C:10]1[CH:9]=[C:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)[O:12][N:11]=1)[CH3:14])(=[O:18])[CH3:17]

参加物

4

反応物 2

HCID 7904Vinyl AcetateHCID 57528604HCID 57528604、化合物

生成物 1

HCID 44605723(1R)-1-[5-(3-chlorophenyl)isoxazol-3-yl]ethyl acetate収率 47%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

The title compound of Example 7.1 (106.5 g, 476 mmol) and Novozyme 435® (13 g) are taken up under Ar in dry toluene (1.5 L). After addition of vinyl acetate (66 mL, 716 mmol) the reaction was run at RT over night, followed by filtration over diatomaceous earth and washing with DCM. The solvent was evaporated in vacuo and the crude product was subjected to column chromatography on silica using dichloromethane/methanol (20:1) to give the title compound (50 g, 47%).

後処理

  1. waitwas run at RT over night
  2. filtrationfollowed by filtration over diatomaceous earth
  3. washwashing with DCM
  4. customThe solvent was evaporated in vacuo

出典と根拠

ORDレコード
ord-33bacb8dec87444bb34600ae5399f68c
出典データセット
uspto-grants-2010_08
特許番号
US07772235B2

反応ノート

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