2-Aminobenzophenone → 2-(5-Oxotetrahydrofuran-2-carbonyl)aminobenzophenone

HRID 1774

反応式

HRID 1774 の反応式
[NH2:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[C:16](=[O:19])([O-])[OH:17].[Na+]>C(OCC)(=O)C>[O:19]=[C:16]1[O:17][CH:3]([C:4]([NH:1][C:2]2[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=2[C:4]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[O:5])=[O:5])[CH2:2][CH2:15]1

参加物

4

反応物 2

HCID 760802-AminobenzophenoneHCID 516892Sodium Bicarbonate

生成物 1

HCID 539323702-(5-Oxotetrahydrofuran-2-carbonyl)aminobenzophenone

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 4.9 g of 5-oxotetrahydrofuran-2-carboxylic acid and 5.5 ml of thionyl chloride was subjected to reflux for 2 hours. Thionyl chloride was then distilled off under reduced pressure to leave 5-oxotetrahydrofuran-2-carbonyl chloride. This product was mixed with 5.0 g of 2-aminobenzophenone, 200 ml of ethyl acetate and 200 ml of a saturated aqueous solution of sodium hydrogencarbonate, which was stirred for one hour at room temperature. The ethyl acetate layer was washed with water and dried over anhydrous magnesium sulfate, then the solvent was distilled off under reduced pressure. The residue was purified by means of a silica gel column chromatography (eluent, hexane:ethyl acetate=2:1) to give 2-(5-oxotetrahydrofuran-2-carbonyl)aminobenzophenone (6.5 g) as needles, m.p. 100° C.-102° C.

後処理

  1. washThe ethyl acetate layer was washed with water
  2. dry with materialdried over anhydrous magnesium sulfate
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe residue was purified by means of a silica gel column chromatography (eluent, hexane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-947d3e4afae94a0b8dd4f97535b58d90
出典データセット
uspto-grants-1998_03
特許番号
US05726306

関連ノート

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