Hydrochloric Acid → HCID 10378072, compound

HRID 394694Notes

Reaction equation

HRID 394694 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[O:9][CH2:8][CH:7]([CH2:13][NH2:14])[CH2:6]2.C(N(CC)CC)C.[C:22](Cl)(=[O:26])[CH2:23][CH2:24][CH3:25].Cl>ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[O:9][CH2:8][CH:7]([CH2:13][NH:14][C:22](=[O:26])[CH2:23][CH2:24][CH3:25])[CH2:6]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 8855Butyryl chlorideHCID 15391795HCID 15391795, compound

Product 1

HCID 10378072HCID 10378072, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 0.4 g (2.06 mmol) of the amine obtained in Step B in 20 ml of anhydrous dichloromethane is cooled to 0° C. 1 ml (7.2 mmol) of triethylamine and also 0.38 g (3.6 mmol) of butyryl chloride are added in succession to the medium. After one hour of stirring under argon, the reaction mixture is acidified with a 1N hydrochloric acid solution; the aqueous phase is then extracted with dichloromethane. The organic phase is dried over magnesium sulphate and then concentrated in vacuo. The title amide is obtained pure in the form of a white solid after passage over a silica column (eluant: petroleum ether/ethyl acetate 50/50).

Workup

  1. extractionthe aqueous phase is then extracted with dichloromethane
  2. dry with materialThe organic phase is dried over magnesium sulphate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-162ccd36cccc45edbca645ffeaf9128c
Source dataset
uspto-grants-2003_08
Patent number
US06602903B2

Reaction notes

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