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

HRID 747464

反応式

HRID 747464 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-45b59ba39c714b2fa35327b47ba05167
出典データセット
uspto-grants-2008_07
特許番号
US07396848B1

関連ノート

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