Water → 4-Cyanobenzaldehyde

HRID 1385551Notes

Reaction equation

HRID 1385551 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 62%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

39.6 g of p-cyanobenzylamine, 42.1 g of hexamethylenetetramine, 200 ml of water and 200 ml of acetic acid were mixed and reacted at 100° C. for 2 hours while stirring. The reaction solution was allowed to stand overnight and as a result, scale-like crystals were precipitated. The crystals precipitated were collected by filtration, washed with water and dried to obtain 24.7 g (yield: 62%) of p-cyanobenzaldehyde. The purity was 99.8% or more.

Workup

  1. customreacted at 100° C. for 2 hours
  2. customwere precipitated
  3. customThe crystals precipitated
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-c4772314e30846e597f50eb6a5422d39
Source dataset
uspto-grants-2001_07
Patent number
US06262292B1

Reaction notes

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