Benzaldehyde → HCID 54199020, compound

HRID 2399928Notes

Reaction equation

HRID 2399928 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:9]([NH2:13])[CH2:10][CH2:11][CH3:12]>O>[CH:1](=[CH:12][CH2:11][CH2:10][CH2:9][NH2:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 8007Butylamine

Product 1

HCID 54199020HCID 54199020, compoundYield 68.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred mixture of 20 g of water and 21.2 g of benzaldehyde, butylamine (14.6 g) was added under an nitrogen atmosphere. After being stirred for 45 minutes at room temperature, the agitation was stopped and the reaction mixture was allowed to stand for at least 15 minutes. The lower aqueous layer was then separated from the reaction mixture. The upper layer was collected and dried over anhydrous magnesium sulfate to give 22.0 g of product. 1H NMR (300 Hz, CDCl3, ppm): 8.25 (1H, s), 7.69 (2H, m), 7.39 (3H, m), 3.60 (2H, t, J=7.0 Hz), 1.68 (2H, p, J=7.3 Hz), 1.39 (2H, hex. J=7.7 Hz), 0.94 (3H, t, J=7.3 Hz)).

Workup

  1. additionwas added under an nitrogen atmosphere
  2. waitto stand for at least 15 minutes
  3. customThe lower aqueous layer was then separated from the reaction mixture
  4. customThe upper layer was collected
  5. dry with materialdried over anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-96761c6065bf45e79420b6582f8f11d7
Source dataset
uspto-grants-1995_09
Patent number
US05451653

Reaction notes

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