Methylamine → HCID 66986252, compound

HRID 1254035Notes

Reaction equation

HRID 1254035 reaction equation
[CH3:1][NH2:2].Br[CH2:4][C:5]([C:7]1[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=1)=[O:6].[OH-].[Na+]>CCOCC>[CH3:1][NH:2][CH2:4][C:5]([C:7]1[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=1)=[O:6]

Participants

5

Reactant 3

HCID 6329MethylamineHCID 14798Sodium HydroxideHCID 986544-(Bromoacetyl)benzonitrile

Product 1

HCID 66986252HCID 66986252, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Methylamine (100 mL of 2M solution in THF) was charged into a 500 mL flask, to which was added 150 mL of Et2O. At −78° C., 15 g of 4-bromoacetyl benzonitrile was added, and the reaction was allowed to warm to rt. After stirring for 5 h, the reaction mixture was poured into a separatory funnel and shaken with 15% aq NaOH (20 mL). The precipitate was collected by filtration, and air-dried to give 4-(N-methylglycyl)benzonitrile.

Workup

  1. additionthe reaction mixture was poured into a separatory funnel
  2. filtrationThe precipitate was collected by filtration
  3. customair-dried

Sources & evidence

ORD record
ord-1f365b0bca8b4dbfa8b40e8400302149
Source dataset
uspto-grants-2013_06
Patent number
US08455528B2

Reaction notes

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