Hydrochloric Acid → {[5-(1-Methyl-1-hydroxyethyl)isoxazol-3-yl]methyl}malononitrile

HRID 2261354ノート

反応式

HRID 2261354 の反応式
[OH:1][C:2]([C:5]1[O:9][N:8]=[C:7]([CH:10]=[C:11]([C:14]#[N:15])[C:12]#[N:13])[CH:6]=1)([CH3:4])[CH3:3].C[Mg]Br.Cl>O1CCOCC1.O1CCCC1.[Cu]I>[OH:1][C:2]([C:5]1[O:9][N:8]=[C:7]([CH2:10][CH:11]([C:12]#[N:13])[C:14]#[N:15])[CH:6]=1)([CH3:4])[CH3:3]

参加物

7

反応物 3

HCID 313Hydrochloric AcidHCID 57736335{[5-(1-Hydroxy-1-methylethyl)-isoxazol-3-yl]methylidene}malononitrileHCID 178418573HCID 178418573、化合物

生成物 1

HCID 57736354{[5-(1-Methyl-1-hydroxyethyl)isoxazol-3-yl]methyl}malononitrile収率 51.5%

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 8028Tetrahydrofuran溶媒HCID 312751,4-Dioxane溶媒

実験手順

1.02 g of {[5-(1-hydroxy-1-methylethyl)-isoxazol-3-yl]methylidene}malononitrile was dissolved in 50 ml of 1,4-dioxane. Thereto, 0.05 g of copper(I) iodide was added and 9 ml of a 1.4 M solution of methylmagnesium bromide in tetrahydrofuran was then added under ice-cooling. The mixture was stirred for 1 hour under ice-cooling. The reaction mixture was added to 0.1 M hydrochloric acid and then extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.53 g of {1-[5-(1-hydroxy-1-methylethyl)-isoxazol-3-yl]methyl}malononitrile.

後処理

  1. temperaturecooling
  2. temperaturecooling
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-f6d23a6a70414449a39f78a2186ea3f1
出典データセット
uspto-grants-2010_12
特許番号
US07846956B2

反応ノート

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