2,3,4,5-Tetrafluorobenzoyl chloride → Ethyl 3-oxo-(2,3,4,5-tetrafluorophenyl)propanoate

HRID 130315

反応式

HRID 130315 の反応式
[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([O-:5])=O.[K+].[Mg+2].[Cl-].[Cl-].[F:14][C:15]1[C:23]([F:24])=[C:22]([F:25])[C:21]([F:26])=[CH:20][C:16]=1C(Cl)=O>C(#N)C>[CH2:8]([O:7][C:1](=[O:6])[CH2:2][C:3](=[O:5])[C:20]1[CH:16]=[C:15]([F:14])[C:23]([F:24])=[C:22]([F:25])[C:21]=1[F:26])[CH3:9]

参加物

5

反応物 3

HCID 27336892,3,4,5-Tetrafluorobenzoyl chlorideHCID 3446434Potassium ethyl malonateHCID 5360315Magnesium Chloride

生成物 1

HCID 600916Ethyl 3-oxo-(2,3,4,5-tetrafluorophenyl)propanoate

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

Potassium ethyl malonate (3.66 g, 21.5 mmol), MgCl2 (2.44 g, 25.7 mmol) and TEA (2.05 g, 20.3 mmol) were mixed in acetonitrile (70 ml) at 10-15° C. for 2.5 hr. 2,3,4,5-tetrafluorobenzoyl chloride (2.00 g, 10.3 mmol) in acetonitrile (10 ml) was added at 0° C. over 15 min followed by a second addition of TEA (0.23 g, 2.3 mmol). After allowing to warm to RT, the mixture was stirred for 16 hr. After removal of volatiles in vacculo Toluene (30 ml) was added and removed in vacuo. Following the addition of toluene (60 ml), HCl 1.5 M (40 ml) was added cautiously, ensuring the temperature did not exceed 25° C. The organic fraction was washed with HCl 1.5 M (2×25 ml) and water (2×25 ml), dried over MgSO4 and reduced to a light orange oil in vacuo ([M+1]+265, 98%).

後処理

  1. customAfter removal of volatiles in vacculo Toluene (30 ml)
  2. additionwas added
  3. customremoved in vacuo
  4. additionthe addition of toluene (60 ml), HCl 1.5 M (40 ml)
  5. additionwas added cautiously
  6. customdid not exceed 25° C
  7. washThe organic fraction was washed with HCl 1.5 M (2×25 ml) and water (2×25 ml)
  8. dry with materialdried over MgSO4

出典と根拠

ORDレコード
ord-474bceeecd274ea987153a50a8377102
出典データセット
uspto-grants-2008_06
特許番号
US07381720B2

関連ノート

読み込み中…