Hydrochloric Acid → [Cyclohexyl(hydroxy)methylidene]propanedinitrile

HRID 915910ノート

反応式

HRID 915910 の反応式
[C:1](#[N:5])[CH2:2][C:3]#[N:4].[H-].[Na+].[CH:8]1([C:14](Cl)=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.Cl>O1CCCC1>[CH:8]1([C:14]([OH:15])=[C:2]([C:1]#[N:5])[C:3]#[N:4])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8010MalononitrileHCID 24758Sodium hydrideHCID 75938Cyclohexanecarbonyl chloride

生成物 1

HCID 23024290[Cyclohexyl(hydroxy)methylidene]propanedinitrile収率 77%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a 60 ml tetrahydrofuran solution of 3.96 g (0.06 mol) of malononitrile, 4.8 g (60% in oil, 0.12 mol) of sodium hydride was added at 0° C. in four divided portions, and the mixture was stirred for 30 minutes at 0° C. Then, cyclohexanecarboxylic acid chloride was added dropwise, and the mixture was stirred for 30 minutes at room temperature. Then, 150 ml of 1M hydrochloric acid was slowly added, and the mixture was extracted with ethyl acetate. Then, the extract was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Recrystallization of the residue from diisopropyl ether gave 8.16 g (77%) of the captioned compound.

後処理

  1. stirringthe mixture was stirred for 30 minutes at room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThen, the extract was dried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customRecrystallization of the residue from diisopropyl ether

出典と根拠

ORDレコード
ord-898f6f5faf2f495e85e3303da22f1b6f
出典データセット
uspto-grants-2007_09
特許番号
US07268128B2

反応ノート

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