Methylamine → 2-[[4-[4-(trifluoromethoxy)phenoxy]phenoxy]]propanoic acid, N-methyl amide

HRID 128496Notes

Reaction equation

HRID 128496 reaction equation
[F:1][C:2]([F:24])([F:23])[O:3][C:4]1[CH:22]=[CH:21][C:7]([O:8][C:9]2[CH:20]=[CH:19][C:12]([O:13][CH:14]([CH3:18])[C:15](Cl)=[O:16])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1.[CH3:25][NH2:26]>O1CCCC1>[CH3:25][NH:26][C:15](=[O:16])[CH:14]([O:13][C:12]1[CH:19]=[CH:20][C:9]([O:8][C:7]2[CH:21]=[CH:22][C:4]([O:3][C:2]([F:24])([F:23])[F:1])=[CH:5][CH:6]=2)=[CH:10][CH:11]=1)[CH3:18]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 234698232-[[4-[4-(Trifluoromethoxy)phenoxy]phenoxy]]propanoyl chloride

Product 1

HCID 867368562-[[4-[4-(trifluoromethoxy)phenoxy]phenoxy]]propanoic acid, N-methyl amide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Into a solution of 3.61 g. (0.01 mole) of 2-[[4-[4-(trifluoromethoxy)phenoxy]phenoxy]]propanoyl chloride in 20 ml. of tetrahydrofuran (THF) is passed a stream of gaseous methylamine. When the reaction is over, the solvent is removed and the residue treated with methylene chloride. The methylene chloride solution is washed with water, dried, and the solvent removed, providing a residue of 2-[[4-[4-(trifluoromethoxy)phenoxy]phenoxy]]propanoic acid, N-methyl amide.

Workup

  1. customis removed
  2. additionthe residue treated with methylene chloride
  3. washThe methylene chloride solution is washed with water
  4. customdried
  5. customthe solvent removed

Sources & evidence

ORD record
ord-182e19ef3f4b4ee09dc841751b2838ae
Source dataset
uspto-grants-1981_03
Patent number
US04259532

Reaction notes

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