Triethylamine → HCID 67270933, compound

HRID 597887Notes

Reaction equation

HRID 597887 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][CH:10]([NH2:12])[CH3:11])=[CH:4][CH:3]=1.C(N(CC)CC)C>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2].CO.ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]=[CH:9][CH:10]([NH2:12])[CH3:11])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 158410294-(4-Chlorophenyl)but-3-yn-2-amine

Product 1

HCID 67270933HCID 67270933, compoundYield 98.3%

Reagents, catalysts & solvents 2

HCID 131709914Lindlars catalystCatalystHCID 21226129Dichloromethane methanolSolvent

Procedure

A mixture of 3-(4-chloro-phenyl)-1-methyl-prop-2-ynylamine (1.5 g, 8.4 mmol), triethylamine (0.12 mL, 0.86 mmol, 0.1 eq.) and Lindlar catalyst (150 mg) in 40 mL of 1:1 methanol-dichloromethane was stirred for 1 hr, filtered through a CELITE pad and concentrated to provide 1.5 g of 3-(4-chloro-phenyl)-1-methyl-allylamine.

Workup

  1. filtrationfiltered through a CELITE pad
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-050014eb15304e75b83d4bdca4b951da
Source dataset
uspto-grants-2011_03
Patent number
US07897601B2

Reaction notes

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