Water → HCID 11629980、化合物

HRID 1666034ノート

反応式

HRID 1666034 の反応式
[I-].[CH3:2][S+](C)C.[OH-].[K+].[F:8][C:9]([F:22])([F:21])[C:10]1([C:13]2[CH:20]=[CH:19][C:16]([CH:17]=[O:18])=[CH:15][CH:14]=2)[N:12]=[N:11]1.O>C(#N)C>[O:18]1[CH2:2][CH:17]1[C:16]1[CH:19]=[CH:20][C:13]([C:10]2([C:9]([F:8])([F:21])[F:22])[N:11]=[N:12]2)=[CH:14][CH:15]=1

参加物

6

反応物 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 75127Trimethylsulfonium iodideHCID 113333594-[3-(Trifluoromethyl)-3H-diaziren-3-yl]benzaldehyde

生成物 1

HCID 11629980HCID 11629980、化合物収率 52.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

反応条件

温度
60 °C

実験手順

0.95 g of trimethylsulfonium iodide and 0.52 g of potassium hydroxide were dissolved in 4 ml of acetonitrile, and agitated for 10 minutes at 60° C. in a nitrogen gas atmosphere. 1.00 g of 4-(3-trifluoromethyl-3H-diazirine-3-yl)benzaldehyde were added together with 5.3 ml of acetonitrile, then 0.02 g of water were added. This was agitated for one hour at 60° C. in a nitrogen gas atmosphere. After extracting with ethyl ether, the resulting substance was washed twice with water and once with saturated saline solution, then dried with anhydrous magnesium sulfate, and filtered. The solvent was removed under reduced pressure, and the resulting substance was purified by silica gel chromatography (hexane:chloroform=1:2, V/V) to obtain 0.56 g of 3-(4-oxiranylphenyl)-3-trifluoromethyl-3H-diazirine (52% yield).

後処理

  1. stirringThis was agitated for one hour at 60° C. in a nitrogen gas atmosphere
  2. extractionAfter extracting with ethyl ether
  3. washthe resulting substance was washed twice with water and once with saturated saline solution
  4. dry with materialdried with anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customThe solvent was removed under reduced pressure
  7. customthe resulting substance was purified by silica gel chromatography (hexane:chloroform=1:2, V/V)

出典と根拠

ORDレコード
ord-982c4896b47741f69dd212f3f7adf5cd
出典データセット
uspto-grants-2011_10
特許番号
US08043666B2

反応ノート

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