Water → HCID 54454020, compound

HRID 1995030Notes

Reaction equation

HRID 1995030 reaction equation
OS(O)(=O)=O.[CH2:6]([C:8]1([C:11]([C:13]#[N:14])=[O:12])[CH2:10][CH2:9]1)[CH3:7].[OH2:15]>C(O)(C)(C)C.C(Cl)Cl>[C:8]([NH:14][C:13](=[O:15])[C:11]([C:8]1([CH2:6][CH3:7])[CH2:10][CH2:9]1)=[O:12])([CH3:10])([CH3:9])[CH3:6]

Participants

6

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 53828432HCID 53828432, compound

Product 1

HCID 54454020HCID 54454020, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6386tert-ButanolSolvent

Procedure

10 g of H2SO4 (98%) is added dropwise at 0°-5° C., in the course of 10 minutes, to a solution of 12.3 g of 1-ethylcyclopropanecarboxylic acid cyanide in 13 g of tert-butanol and 13 ml of methylene chloride. The solution is subsequently stirred for 4 hours at room temperature; 2 ml of H2O is then added and stirring is continued for a further 30 minutes. The pH value of the solution is brought to 6 with 80 ml of ZnNaOH, and the organic phase is separated. After removal of the solvent, the residue is crysrallised out from 50 ml of petroleum ether (b.p. 40° to 65° C.) at 50° C. to thus yield 13.1 g of white crystals of pure (1-ethylcyclopropyl)-glyoxylic acid tert-butylamide having a melting point of 37.5°-39° C.

Workup

  1. stirringstirring
  2. waitis continued for a further 30 minutes
  3. customthe organic phase is separated
  4. customAfter removal of the solvent
  5. customis crysrallised out from 50 ml of petroleum ether (b.p. 40° to 65° C.) at 50° C. to thus yield 13.1 g of white crystals of pure (1-ethylcyclopropyl)-glyoxylic acid tert-butylamide having

Sources & evidence

ORD record
ord-71904e831c64453ea4362c8dd92031d4
Source dataset
uspto-grants-1983_09
Patent number
US04402733

Reaction notes

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