2-Butanone oxime → 1,3-Dicyclohexyl-O-(N-2-butylideneamino)-isourea

HRID 2275469

反応式

HRID 2275469 の反応式
[CH3:1][C:2](=[N:5][OH:6])[CH2:3][CH3:4].[CH:7]1([N:13]=[C:14]=[N:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1>C1COCC1.[OH-].[Na+]>[CH:16]1([NH:15][C:14](=[N:13][CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[O:6][N:5]=[C:2]([CH2:3][CH3:4])[CH3:1])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1

参加物

5

反応物 2

HCID 72922-Butanone oximeHCID 10868Dicyclohexylcarbodiimide

生成物 1

HCID 866646331,3-Dicyclohexyl-O-(N-2-butylideneamino)-isourea収率 76.6%

試薬・触媒・溶媒 2

HCID 14798Sodium Hydroxide触媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methylethylketone oxime (4.6 g, 0.053 mol) in dry THF (30 ml) is added finely powdered NaOH (0.15 g) and dicyclohexylcarbodiimide (10.3 g, 0.05 mol). The mixture is then stirred 5 h at room temperature under argon. The turbid mixture is thereafter filtered and evaporated under reduced pressure. The residue is stirred 10 minutes with acetonitrile (30 ml), the acetonitrile phase is then discarded, the oily residue is dissolved in dichloromethane (30 ml), filtered and evaporated to afford 11.24 g of the title compound as a slightly yellow liquid.

後処理

  1. filtrationThe turbid mixture is thereafter filtered
  2. customevaporated under reduced pressure
  3. stirringThe residue is stirred 10 minutes with acetonitrile (30 ml)
  4. dissolutionthe oily residue is dissolved in dichloromethane (30 ml)
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-b2b7ffe8d0ac466f9de16d28d9faa758
出典データセット
uspto-grants-2015_09
特許番号
US09127098B2

関連ノート

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