Hydrochloric Acid → [Cyclohexyl(hydroxy)methylidene]propanedinitrile

HRID 915910노트

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HRID 915910 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 23024290[Cyclohexyl(hydroxy)methylidene]propanedinitrile수율 77%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-898f6f5faf2f495e85e3303da22f1b6f
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07268128B2

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