Water → HCID 69662353, compound

HRID 857189Notes

Reaction equation

HRID 857189 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-b590b42fa49e4334a369a874c8a4739d
Source dataset
uspto-grants-2006_12
Patent number
US07144914B2

Reaction notes

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