Hydroxyamine hydrochloride → Trifluoromethyl(3,4-methylenedioxyphenyl)methanone-oxime

HRID 580546ノート

反応式

HRID 580546 の反応式
[F:1][C:2]([C:5]([C:7]1[CH:12]=[CH:11][C:10]2[O:13][CH2:14][O:15][C:9]=2[CH:8]=1)=O)([F:4])[F:3].Cl.[NH2:17][OH:18].C([O-])(=O)C.[Na+]>CO.O>[F:1][C:2]([C:5]([C:7]1[CH:12]=[CH:11][C:10]2[O:13][CH2:14][O:15][C:9]=2[CH:8]=1)=[N:17][OH:18])([F:4])[F:3]

参加物

6

反応物 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 108464551-(1,3-Benzodioxol-5-YL)-2,2,2-trifluoro-ethanone

生成物 1

HCID 72726727Trifluoromethyl(3,4-methylenedioxyphenyl)methanone-oxime収率 76.9%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒2 回

実験手順

Trifluoromethyl(3,4-methylenedioxyphenyl) methanone (1.46 g, 0.0067 mole), hydroxylamine hydrochloride (1.06 g), 0.015 mole) and sodium acetate (0.86 g, 0.010 mole) were dissolved in a mixture of methanol (4 ml) and water (4 ml) and heated to reflux for 4.5 hours. After cooling to room temperature, water (10 ml) was added and the mixture extracted with ether (3×15 ml). The combined extracts were washed with water (20 ml) and brine (20 ml) and dried over anhydrous sodium sulfate. After filtration and removal of the solvent in vacuo the residue was recrystallized from a mixture of dichloromethane and petroleum spirit (40°-60° C.) to give trifluoromethyl(3,4-methylenedioxyphenyl)methanone-oxime (1.2 g), (76.9%) m.p. 96.0° C.

後処理

  1. temperatureheated
  2. temperatureto reflux for 4.5 hours
  3. extractionthe mixture extracted with ether (3×15 ml)
  4. washThe combined extracts were washed with water (20 ml) and brine (20 ml)
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationAfter filtration and removal of the solvent in vacuo the residue
  7. customwas recrystallized from a mixture of dichloromethane and petroleum spirit (40°-60° C.)

出典と根拠

ORDレコード
ord-c3624a3e22724cd0909943c201dae39e
出典データセット
uspto-grants-1988_06
特許番号
US04753960

反応ノート

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