Hydrochloric Acid → HCID 68779188, compound

HRID 2263540Notes

Reaction equation

HRID 2263540 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5]Br.[Mg].[Br:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([C:15]#N)[CH:10]=1.Cl.[OH-:18].[NH4+]>CCOCC>[Br:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([C:15](=[O:18])[CH2:5][CH2:4][CH2:3][O:2][CH3:1])[CH:10]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 5245511-Bromo-3-methoxypropaneHCID 6932834-Bromo-2-cyanopyridineHCID 5462224Magnesium

Product 1

HCID 68779188HCID 68779188, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

The Grignard reagent prepared from 20 mmol of 3-methoxypropylbromide and 22 mmol of magnesium in dry ether (100 ml) is added slowly to 30 mmol of 4-bromo-2-cyanopyridine in 80 ml of dry ether under argon. The reactions mixture is stirred for 12 hours at room temperature and 5M HCl is added. The mixture is made alkaline with 25% aqueous ammonium hydroxide solution and the layers are separated. The organic layer is dried over sodium sulphate and evaporated. Flash chromatography (SiO2 60 F) of the residue provides the title compound which is identified on the basis of the Rf value.

Workup

  1. customthe layers are separated
  2. dry with materialThe organic layer is dried over sodium sulphate
  3. customevaporated

Sources & evidence

ORD record
ord-8b781dfb3d8b4bfca87b2e1c3a4a7dbe
Source dataset
uspto-grants-2010_12
Patent number
US07851634B2

Reaction notes

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