Hydrochloric Acid → HCID 13557563, compound

HRID 1583427Notes

Reaction equation

HRID 1583427 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][C:9](=O)[CH3:10])[CH:5]=[CH:4][N:3]=[CH:2]1.C([O-])(=O)C.[NH4+].C([BH3-])#[N:18].[Na+].Cl>CO>[CH3:10][CH:9]([NH2:18])[CH2:8][CH2:7][CH2:6][N:1]1[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydrideHCID 125919545-(1H-Imidazol-1-yl)pentan-2-one

Product 1

HCID 13557563HCID 13557563, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 8.3 g of 5-(1H-imidazol-1-yl)-2-pentanone, 44.0 g of ammonium acetate, and 3.5 g of sodium cyanoborohydride in 200 ml of methanol was stirred at room temperature for 2.5 days. The reaction mixture was acidified with hydrochloric acid and concentrated to dryness. The residue was taken up in potassium carbonate solution and extracted with dichloromethane. The combined extracts were dried over potassium carbonate and evaporated and the residue was distilled to give 4.6 g (55%) of alphamethyl-1H-imidazole-1-butanamine, bp 110°-117° C./0.25 mm.

Workup

  1. concentrationconcentrated to dryness
  2. extractionextracted with dichloromethane
  3. dry with materialThe combined extracts were dried over potassium carbonate
  4. customevaporated
  5. distillationthe residue was distilled

Sources & evidence

ORD record
ord-77446beff4c044b7af2165e82f27ade5
Source dataset
uspto-grants-1985_11
Patent number
US04551460

Reaction notes

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