Dimethylamine → Benzamide, N,N-dimethyl-2-phenoxy-

HRID 1706597Notes

Reaction equation

HRID 1706597 reaction equation
[O:1]([C:8]1[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10](Cl)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:17][NH:18][CH3:19]>C(Cl)Cl>[CH3:17][N:18]([CH3:19])[C:10](=[O:11])[C:9]1[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=1[O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 110753032-Phenoxybenzoyl chloride

Product 1

HCID 3401679Benzamide, N,N-dimethyl-2-phenoxy-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 7.7 parts of 2-phenoxybenzoyl chloride in 50 parts of methylene chloride was added slowly to a cold (0°) vigorously stirred mixture of 50 parts of methylene chloride and 40 parts of 25% aqueous dimethyl amine. After 8 hours the methylene chloride layer was separated. The organic layer was washed with water and dried over magnesium sulfate. Removal of the magnesium sulfate by filtration and the methylene chloride under vacuum gave 5.1 parts of N,N dimethyl-2-phenoxybenzamide as a viscous oil. NMR (CDCl3) 2.9δ(S,3H,N--CH3), 3δ(S,3H,N--CH3), 7.2δ(m,9H,Aromatic H).

Workup

  1. customAfter 8 hours the methylene chloride layer was separated
  2. washThe organic layer was washed with water
  3. dry with materialdried over magnesium sulfate
  4. customRemoval of the magnesium sulfate
  5. filtrationby filtration

Sources & evidence

ORD record
ord-d794de8277594073927e34546c868225
Source dataset
uspto-grants-1980_06
Patent number
US04208205

Reaction notes

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