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

HRID 500533노트

반응식

HRID 500533 반응식
[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]

참가 물질

4

반응물 2

HCID 7904Vinyl AcetateHCID 57528604HCID 57528604, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-33bacb8dec87444bb34600ae5399f68c
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772235B2

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