Water → 4-Cyanobenzaldehyde

HRID 1385554Notes

Reaction equation

HRID 1385554 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7]N)=[CH:5][CH:4]=1)#[N:2].C1N2CN3CN(C2)CN1C3.[OH2:21]>C(O)(=O)C>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:21])=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 962WaterHCID 4101HexamethylenetetramineHCID 826084-(Aminomethyl)benzonitrile

Product 1

HCID 660424-CyanobenzaldehydeYield 82%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

39.6 g of p-cyanobenzylamine, 21.1 g of hexamethylenetetramine, 150 ml of water and 150 ml of acetic acid were mixed and reacted at 100° C. for 2 hours while stirring. The reaction solution was concentrated to a half amount in an evaporator and 300 ml of water was added to precipitate crystals. The crystals precipitated were collected by filtration, washed with water and dried to obtain 32.8 g (yield: 82%) of p-cyanobenzaldehyde. The purity was 99.5% or more.

Workup

  1. customreacted at 100° C. for 2 hours
  2. concentrationThe reaction solution was concentrated to a half amount in an evaporator and 300 ml of water
  3. additionwas added
  4. customto precipitate crystals
  5. customThe crystals precipitated
  6. filtrationwere collected by filtration
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-3640545fc35a4224949c739bc1d67220
Source dataset
uspto-grants-2001_07
Patent number
US06262292B1

Reaction notes

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