Pyridine → 2-Oxo-2-(4-trifluoromethylphenyl)ethyl phenyl carbonate

HRID 747464

반응식

HRID 747464 반응식
[OH:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:6]=1)=[O:4].N1C=CC=CC=1.[C:21](Cl)(=[O:29])[O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>O1CCCC1>[C:21](=[O:29])([O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[O:1][CH2:2][C:3](=[O:4])[C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:12])([F:13])[F:14])=[CH:7][CH:6]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 15891Phenyl chloroformateHCID 112871692-Hydroxy-1-[4-(trifluoromethyl)phenyl]ethan-1-one

생성물 1

HCID 129929622-Oxo-2-(4-trifluoromethylphenyl)ethyl phenyl carbonate수율 53%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a mixture of 2-hydroxy-4′-trifluoromethyl acetophenone (24.0 g), pyridine (10.3 g) and tetrahydrofuran (200 ml) was added dropwise phenyl chlorocarbonate (20.4 g) under ice-cooling, which was stirred at room temperature for 1 hour. The reaction mixture was concentrated, which was poured into water (500 ml), and extracted with ethyl acetate (150 ml×2). The organic layer was washed with water and then a saturated aqueous solution of sodium chloride, which was dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to crystallization by addition of isopropyl ether (100 ml) to give crystals of 2-oxo-2-(4-trifluoromethylphenyl)ethyl phenyl carbonate (18.9 g, 53%). Melting point 134-135° C.

후처리

  1. temperaturecooling
  2. concentrationThe reaction mixture was concentrated
  3. additionwhich was poured into water (500 ml)
  4. extractionextracted with ethyl acetate (150 ml×2)
  5. washThe organic layer was washed with water
  6. dry with materiala saturated aqueous solution of sodium chloride, which was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated
  8. customThe residue was subjected to crystallization by addition of isopropyl ether (100 ml)

출처 및 근거

ORD 기록
ord-45b59ba39c714b2fa35327b47ba05167
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07396848B1

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