Hydrochloric Acid → 1-Dimethylamino-4-[1-(1-ethoxy-ethoxy)-2-phenylethyl]cyclohexanecarbonitrile

HRID 2063719

반응식

HRID 2063719 반응식
[CH3:1][NH:2][CH3:3].Cl.[CH2:5]([O:7][CH:8]([O:10][CH:11]([CH:19]1[CH2:24][CH2:23][C:22](=O)[CH2:21][CH2:20]1)[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:9])[CH3:6].[C-:26]#[N:27].[K+]>CO.O1CCCC1.O>[CH3:1][N:2]([CH3:3])[C:22]1([C:26]#[N:27])[CH2:23][CH2:24][CH:19]([CH:11]([O:10][CH:8]([O:7][CH2:5][CH3:6])[CH3:9])[CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:20][CH2:21]1

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 9032Potassium CyanideHCID 668875294-[1-(1-Ethoxy-ethoxy)-2-phenylethyl]cyclohexanone

생성물 1

HCID 698102431-Dimethylamino-4-[1-(1-ethoxy-ethoxy)-2-phenylethyl]cyclohexanecarbonitrile

시약·촉매·용매 3

HCID 887Methanol용매2회HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

40% aqueous dimethylamine solution (6.05 ml, 47.9 mmol) was added to a mixture of 4 M hydrochloric acid (2.61 ml) and methanol (1.56 ml), while cooling with ice. A solution of 4-[1-(1-ethoxy-ethoxy)-2-phenylethyl]cyclohexanone (2.91 g, 10.0 mmol) in methanol (6 ml) and tetrahydrofuran (3 ml) was added to this mixture. Thereafter, potassium cyanide (1.56 g, 24.1 mmol) was added to the mixture, the mixture was stirred at room temperature overnight, water (150 ml) was then added and the mixture was extracted with diethyl ether (4×50 ml). The combined organic phases were dried with sodium sulfate and concentrated i. vac. The residue was taken up in methylene chloride (50 ml) and the mixture was washed with water (30 ml). The organic phase was dried again with sodium sulfate and concentrated i. vac.

후처리

  1. temperaturewhile cooling with ice
  2. extractionthe mixture was extracted with diethyl ether (4×50 ml)
  3. dry with materialThe combined organic phases were dried with sodium sulfate
  4. concentrationconcentrated i
  5. washthe mixture was washed with water (30 ml)
  6. dry with materialThe organic phase was dried again with sodium sulfate
  7. concentrationconcentrated i

출처 및 근거

ORD 기록
ord-21c484039fc04503b1778d68549300f2
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288406B2

연결된 노트

불러오는 중…