Formaldehyde → HCID 19092627, compound

HRID 487583Notes

Reaction equation

HRID 487583 reaction equation
[C-:1]#[N:2].[K+].[CH2:4]=[O:5].[C:6](Cl)(=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>O>[C:6]([CH:4]([OH:5])[C:1]#[N:2])(=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 7412Benzoyl chlorideHCID 9032Potassium Cyanide

Product 1

HCID 19092627HCID 19092627, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

To an ice cooled solution of potassium cyanide (65 g, 1 mol) in 125 ml water, is added a mixture of formaldehyde 37% (85 ml, 1 mol) and 65 ml water, at a rate to insure that the temperature is kept below 10° C. (takes approximately 30 min). To the cooled solution is added benzoylchloride (116 ml, 1 mol) under vigourous stirring, which is continued for an additional hour. Water is added to dissolve the formed salts and the to phases are separated. The water phase is extracted repeatedly with diethylether and the combined organic phases is washed with water and brine, dried over sodiumsulphate and concentrated in vacuo. Vacuum distillation 86°-90° C./1 mbar yields benzoylglycolonitrile.

Workup

  1. customis kept below 10° C.
  2. custom(takes approximately 30 min)
  3. waitis continued for an additional hour
  4. dissolutionto dissolve the formed salts
  5. customthe to phases are separated
  6. extractionThe water phase is extracted repeatedly with diethylether
  7. washthe combined organic phases is washed with water and brine
  8. dry with materialdried over sodiumsulphate
  9. concentrationconcentrated in vacuo
  10. distillationVacuum distillation 86°-90° C./1 mbar

Sources & evidence

ORD record
ord-45642ca7fe2f4c12a59765be8fba36f8
Source dataset
uspto-grants-1994_03
Patent number
US05296493

Reaction notes

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