4-((4-Fluorophenyl)methylene)-2-methyl-5(4H)-oxazolone → 3,4,4-Trifluorobut-3-enyl 3-(4-fluorophenyl)-2-acetylamino-prop-2-enoate

HRID 612502

反応式

HRID 612502 の反応式
[CH3:1][C:2]1[O:3][C:4](=[O:15])[C:5](=[CH:7][C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[N:6]=1.[F:16][C:17](=[C:21]([F:23])[F:22])[CH2:18][CH2:19][OH:20]>C1(C)C=CC=CC=1.CN(C)C1C=CN=CC=1>[F:14][C:11]1[CH:10]=[CH:9][C:8]([CH:7]=[C:5]([NH:6][C:2](=[O:3])[CH3:1])[C:4]([O:20][CH2:19][CH2:18][C:17]([F:16])=[C:21]([F:23])[F:22])=[O:15])=[CH:13][CH:12]=1

参加物

5

反応物 2

HCID 3670734-((4-Fluorophenyl)methylene)-2-methyl-5(4H)-oxazoloneHCID 117685733,4,4-Trifluorobut-3-en-1-ol

生成物 1

HCID 541796963,4,4-Trifluorobut-3-enyl 3-(4-fluorophenyl)-2-acetylamino-prop-2-enoate収率 49.1%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1140Toluene溶媒

実験手順

8.2 g (40 mmol) of 2-methyl-4-(4-fluorobenzylidene)-oxazol-5-one of Example (II-1) in 100 ml of toluene are heated overnight under reflux with 6.3 g (50 mmol) of 3,4,4-trifluorobut-3-enol, with the addition of 200 mg of 4-dimethylaminopyridine. After cooling, the solution is washed with water and concentrated under reduced pressure and the brown solid is chromatographed over silica gel using the system chloroform/ethyl acetate (4:1). 6.5 g (Yield 49% of theory) of 3,4,4-trifluorobut-3-enyl 3-(4-fluorophenyl)-2-acetylamino-prop-2-enoate of mp.: 116° are obtained.

後処理

  1. customare heated overnight
  2. temperatureAfter cooling
  3. washthe solution is washed with water
  4. concentrationconcentrated under reduced pressure
  5. customthe brown solid is chromatographed over silica gel using the system chloroform/ethyl acetate (4:1)

出典と根拠

ORDレコード
ord-c1ef2b91c0084b979560fcc2f9fcf530
出典データセット
uspto-grants-1999_12
特許番号
US06004992

関連ノート

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