Benzylamine → 4-(Benzylamino)butanenitrile

HRID 389999Notes

Reaction equation

HRID 389999 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Ca+2]>C(#N)C>[CH2:1]([NH:8][CH2:4][CH2:3][CH2:2][C:1]#[N:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 10112Calcium Carbonate

Product 1

HCID 30145704-(Benzylamino)butanenitrileYield 166.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Benzylamine (5.02 mL, 46 mmol) and calcium carbonate (23.65 g, 171.12 mmol) dissolved in anhydrous acetonitrile (115 mL) were stirred for 10 minutes at room temperature. After adding 4-bromonitrile (4.78 mL, 48.3 mmol), reaction was carried out at 100° C. for 2 days. A target compound (6.69 g, 38.395 mmol, 83.5%) was yielded as liquid by separating the reaction mixture in the same manner as Reference Example 1.

Workup

  1. additionAfter adding
  2. waitwas carried out at 100° C. for 2 days

Sources & evidence

ORD record
ord-11754a33812a49c4ad8c502369587f9a
Source dataset
uspto-grants-2013_02
Patent number
US08383631B2

Reaction notes

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