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

HRID 2063719

反応式

HRID 2063719 の反応式
[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

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 887Methanol溶媒2 回HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-21c484039fc04503b1778d68549300f2
出典データセット
uspto-grants-2012_10
特許番号
US08288406B2

関連ノート

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