2-Bromopropane → HCID 53399549, compound

HRID 870519Notes

Reaction equation

HRID 870519 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH3:7][O:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][C:10]=1OCCCN1CCOCC1.Br[CH:28]([CH3:30])[CH3:29]>CN(C)C=O>[CH3:7][O:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][C:10]=1[CH:28]([CH3:30])[CH3:29]

Participants

5

Reactant 3

HCID 63582-BromopropaneHCID 11430Potassium CarbonateHCID 103560884-Methoxy-3-(3-morpholinopropoxy)benzonitrile

Product 1

HCID 53399549HCID 53399549, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
85 °C

Procedure

8 g Potassium carbonate and 2.7 g 3-hydroxy-4-methoxybenzonitrile (for synthesis see Example 47) was dissolved in 25 mL dimethylformamide. 2.15 mL 2-Bromopropane was added and the mixture stirred at 85° C. for 3 h. The mixture was concentrated, diluted in ethyl acetate and washed with water (×2) and saturated sodium chloride solution, dried over magnesium sulfate and concentrated.

Workup

  1. concentrationThe mixture was concentrated
  2. additiondiluted in ethyl acetate
  3. washwashed with water (×2) and saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-286bb61791114392a7005c654c548fae
Source dataset
uspto-grants-2015_03
Patent number
US08969568B2

Reaction notes

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