Water → HCID 69662353, compound

HRID 411552Notes

Reaction equation

HRID 411552 reaction equation
[C:1](N1C=CN=C1)([N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1)=[O:2].[OH:13][C:14]([CH3:18])([CH3:17])[C:15]#[N:16].O>C(Cl)Cl>[N:3]1([C:1]([O:13][C:14]([C:15]#[N:16])([CH3:18])[CH3:17])=[O:2])[CH:7]=[CH:6][N:5]=[CH:4]1

Participants

5

Reactant 3

HCID 962WaterHCID 6406Acetone CyanohydrinHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 69662353HCID 69662353, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1,1′-carbonyldiimidazole (5 g, 31 mmol) and 2-hydroxy-2-methylpropanenitrile (2.6 g, 31 mmol) in DCM was stirred at rt overnight. Water was added and the organic layer was separated, dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by chromatography on silica gel, eluting with ethyl acetate, to give 2.7 g (50%) of the title compound.

Workup

  1. customthe organic layer was separated
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated in vacuo
  4. customThe resulting residue was purified by chromatography on silica gel
  5. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-ae946b5b85db4db0a09149d6bf53d76f
Source dataset
uspto-grants-2003_05
Patent number
US06559162B2

Reaction notes

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