Water → Benzyl(cyano)methylamine

HRID 2072716ノート

反応式

HRID 2072716 の反応式
[CH3:1][N:2]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([NH2:5])=O.C(N(CC)CC)C.O>C(Cl)(Cl)Cl.[OH-].[Na+]>[CH3:1][N:2]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]#[N:5]

参加物

6

反応物 3

HCID 962WaterHCID 8471TriethylamineHCID 156760161-benzyl-1-methylurea

生成物 1

HCID 12526219Benzyl(cyano)methylamine収率 82.1%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒2 回HCID 14798Sodium Hydroxide溶媒

実験手順

To N-methyl-N-benzylurea (1.64 g, 0.01 mol) in chloroform (24 ml) and 50% aqueous sodium hydroxide solution (5.4 ml) was added triethylamine (0.1 g, 0.001 mol) and the mixture was vigorously stirred at room temperature for 3.5 h. After addition of water and chloroform, the mixture was stirred, then extracted with chloroform. The extracts were washed with water, dried with anhydrous sodium sulfate, and evaporated under reduced pressure to a residue, which was chromatographed to afford N-methyl-N-benzylcyanamide (1.2 g, 82% yield) as oily substance: NMR(CDCl3)δ 2.77(s, 3H), 4.14(s, 2H), 7.25-7.50(m, 5H); IR(neat) 2220, 1495, 1455, 1365, 730 cm-1.

後処理

  1. stirringthe mixture was stirred
  2. extractionextracted with chloroform
  3. washThe extracts were washed with water
  4. dry with materialdried with anhydrous sodium sulfate
  5. customevaporated under reduced pressure to a residue, which
  6. customwas chromatographed

出典と根拠

ORDレコード
ord-3f1d5fefd6394eed8b205eb77521312a
出典データセット
uspto-grants-1990_04
特許番号
US04914112

反応ノート

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