Hydrochloric Acid → HCID 15405471, compound

HRID 365935Notes

Reaction equation

HRID 365935 reaction equation
[CH2:1]([C:5]1[NH:6][CH:7]=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4].[NH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.Cl.[CH2:17]=O.[OH-].[Na+]>O>[CH2:1]([C:5]1[N:9]([CH2:17][N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH:8]=[CH:7][N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 8082PiperidineHCID 14798Sodium HydroxideHCID 118153512-butyl-1H-imidazole

Product 1

HCID 15405471HCID 15405471, compoundYield 101.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

18.6 g of butylimidazole and 12.8 g of piperidine were introduced into 45 ml of water, and, with slight cooling, 30 g of concentrated hydrochloric acid was added. 15 g of formalin (36 percent formaldehyde in water) was added, and the mixture was stirred for 44 hours at room temperature. The mixture was rendered basic using 30 percent NaOH and extracted with ethyl acetate, and the organic phase was concentrated by evaporation to give 33.6 g of product as a yellow oil. The yield was quantitative. Other data concerning the product was:

Workup

  1. extractionextracted with ethyl acetate
  2. concentrationthe organic phase was concentrated by evaporation

Sources & evidence

ORD record
ord-7dcd28d6928a4806959311fdef242ec4
Source dataset
uspto-grants-2000_10
Patent number
US06127548

Reaction notes

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