Ammonia → HCID 178419054, compound

HRID 1415990Notes

Reaction equation

HRID 1415990 reaction equation
Cl[C:2](Cl)([CH:5](C)C)[CH:3]=O.[CH2:9]([O:16][CH2:17][CH:18]=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[NH3:20].[C:21](#[N:23])[CH3:22]>>[CH2:9]([O:16][CH2:17][C:18]1[NH:23][CH:21]=[C:22]([CH:2]([CH3:5])[CH3:3])[N:20]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 4

HCID 222AmmoniaHCID 6342AcetonitrileHCID 108989(Phenylmethoxy)acetaldehydeHCID 9942197Butanal, 2,2-dichloro-3-methyl-

Product 1

HCID 178419054HCID 178419054, compound

Procedure

In 200 ml of acetonitrile was dissolved 53 g (339 mmol) of 2,2-dichloro-3-methylbutyraldehyde (1). Then, at 0° C., 45 g of benzyloxyacetaldehyde (2c)and 400 ml of aqueous ammonia (28%)were added. The mixture was stirred at room temperature for 15 hours. This reaction mixture was concentrated under reduced pressure and the residue was extracted with methylene chloride. The extract was washed with saturated brine, dried over sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to provide 2-(benzyloxymethyl)-4-isopropyl-1H-imidazole (3c). Yield 77 g (98.5%).

Workup

  1. concentrationThis reaction mixture was concentrated under reduced pressure
  2. extractionthe residue was extracted with methylene chloride
  3. washThe extract was washed with saturated brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-0e138f96405c4668a040ec284cfc2be3
Source dataset
uspto-grants-1999_06
Patent number
US05910506

Reaction notes

Loading…