Cesium fluoride → HCID 18679588、化合物

HRID 1633514ノート

反応式

HRID 1633514 の反応式
C[Si](C)(C)[O:3][C:4]([C:6]1[O:7][CH:8]=[CH:9][CH:10]=1)=[CH2:5].[F-].[Cs+].[F:15][C:16]1[CH:17]=[C:18]([CH:23]=[CH:24][C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[OH:33])=[O:26])[CH:19]=[CH:20][C:21]=1[F:22]>CS(C)=O>[F:15][C:16]1[CH:17]=[C:18]([CH:23]([CH2:3][C:4]([C:6]2[O:7][CH:8]=[CH:9][CH:10]=2)=[O:5])[CH2:24][C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[OH:33])=[O:26])[CH:19]=[CH:20][C:21]=1[F:22]

参加物

5

反応物 3

HCID 25953Cesium fluorideHCID 107025941-Trimethylsilyloxy-1-(furan-2-yl)ethyleneHCID 54335129HCID 54335129、化合物

生成物 1

HCID 18679588HCID 18679588、化合物

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
70 °C

実験手順

1-Trimethylsilyloxy-1-(furan-2-yl)ethylene (7.0 mmol; prepared according to J. Chem. Soc.,Perkin Trans. I 1989, 1585) and CsF (0.27 g, 1.76 mmol) were added to a suspension of 3-(3,4-difluorophenyl)-1(2-hydroxyphenyl)-2-propen-1-one on Wang resin (2.0 g, 1.76 mmol) in dimethyl sulfoxide (30 mL). The reaction mixture was heated to 70° C. for 3 h and the reaction was quenched with 10% AcOH/CH2Cl2. The resin was filtered, washed with DMF (×2) and alternating MeOH and CH2Cl2 (×5), and dried under high vacuum overnight to give 3-(3,4-difluorophenyl)-5-(furan-2-yl)-1-(2-hydroxyphenyl)-1,5-pentanedione on Wang resin.

後処理

  1. customthe reaction was quenched with 10% AcOH/CH2Cl2
  2. filtrationThe resin was filtered
  3. washwashed with DMF (×2)
  4. customdried under high vacuum overnight

出典と根拠

ORDレコード
ord-6216ba7c583d42f79cdea6b4f0902b6c
出典データセット
uspto-grants-2003_01
特許番号
US06503917B1

反応ノート

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