Trimethylsilyl cyanide → 1-Dimethylamino-4-(N',N'-dimethyl-hydrazino)-piperidine-4-carbonitrile

HRID 44133

反応式

HRID 44133 の反応式
[CH3:1][N:2]([CH3:13])[N:3]=[C:4]1[CH2:9][CH2:8][N:7]([N:10]([CH3:12])[CH3:11])[CH2:6][CH2:5]1.C[Si]([C:18]#[N:19])(C)C>O>[CH3:11][N:10]([CH3:12])[N:7]1[CH2:8][CH2:9][C:4]([NH:3][N:2]([CH3:13])[CH3:1])([C:18]#[N:19])[CH2:5][CH2:6]1

参加物

4

反応物 2

HCID 82115Trimethylsilyl cyanideHCID 67227495[4-(Dimethyl-hydrazono)-piperidin-1-yl]-dimethyl-amine

生成物 1

HCID 672283611-Dimethylamino-4-(N',N'-dimethyl-hydrazino)-piperidine-4-carbonitrile収率 81.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

2.25 g [4-(Dimethyl-hydrazono)-piperidin-1-yl]-dimethyl-amine (from Step 1) is dissolved in 25 ml water, cooled in an ice bath, and 3.64 g trimethylsilyl cyanide is added at such a rate, that the internal temperature does not exceed 10° C. Then the mixture is stirred at ambient temperature for 18 hours, extracted with ethyl acetate, the organic layer washed with brine, dried over sodium sulfate, and the solvent evaporated, to give 2.1 g 1-Dimethylamino-4-(N′,N′-dimethyl-hydrazino)-piperidine-4-carbonitrile. 1H-NMR (CDCl3): 2.74 ppm (m, 2H), 2.50 ppm (m, 2H), 2.40 ppm (s, 6H), 2.35 ppm (s, broad, 1H), 2.24 ppm (s, 6H), 1.95 ppm (m, 2H), 1.60 ppm (m, 2H).

後処理

  1. temperaturecooled in an ice bath
  2. customdoes not exceed 10° C
  3. extractionextracted with ethyl acetate
  4. washthe organic layer washed with brine
  5. dry with materialdried over sodium sulfate
  6. customthe solvent evaporated

出典と根拠

ORDレコード
ord-5e9d866dabef4d8192a6503e58e2576a
出典データセット
uspto-grants-2013_09
特許番号
US08541343B2

関連ノート

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