Hydrochloric Acid → HCID 13774997, compound

HRID 1092363Notes

Reaction equation

HRID 1092363 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=O)[CH3:2].[C-:10]#[N:11].[Na+].[CH3:13][NH2:14].Cl>CO.O>[CH3:10][NH:11][C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)([CH3:2])[C:13]#[N:14]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6329MethylamineHCID 7410AcetophenoneHCID 8929Sodium Cyanide

Product 1

HCID 13774997HCID 13774997, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of acetophenone (10 g) in 50 mL methanol, a solution of sodium cyanide (12.23 g) and methylamine.HCl (16.71 g) in 50 mL water was added slowly at room temp. The reaction mixture was heated at 40° C. for 2 h and then at room temperature for 18 h and was monitored by TLC. After completion, the reaction mixture was extracted with 3×100 mL dichloromethane. The organic layer was then dried over Na2SO4 and concentrated to afford the desired 2-methylamino-2-phenyl-propionitrile (12.5 g) which was used in the next step without further purification.

Workup

  1. extractionAfter completion, the reaction mixture was extracted with 3×100 mL dichloromethane
  2. dry with materialThe organic layer was then dried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-11228abea3e84550b1cc74aa0fc53977
Source dataset
uspto-grants-2012_03
Patent number
US08129423B2

Reaction notes

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