Methyl iodide → HCID 14209254, compound

HRID 1252580Notes

Reaction equation

HRID 1252580 reaction equation
CI.[C:3](=O)([O-])[O-].[K+].[K+].[N+:9]([C:12]1[CH:20]=[CH:19][C:18]([O:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:34])([F:33])[C:29]([F:32])([F:31])[F:30])=[CH:24][C:23]=2[Cl:35])=[CH:17][C:13]=1[C:14]([OH:16])=[O:15])([O-:11])=[O:10]>CN(C)C=O>[N+:9]([C:12]1[CH:20]=[CH:19][C:18]([O:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:33])([F:34])[C:29]([F:30])([F:31])[F:32])=[CH:24][C:23]=2[Cl:35])=[CH:17][C:13]=1[C:14]([O:16][CH3:3])=[O:15])([O-:11])=[O:10]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 14209253HCID 14209253, compound

Product 1

HCID 14209254HCID 14209254, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

390 mg (2.76 mmol) of methyl iodide and 320 mg (2.3 mmol) of powdered potassium carbonate were added to 940 mg (2.3 mmol) of 2-nitro-5-(2-chloro-4-pentafluoroethylphenoxy)benzoic acid in 30 ml of dimethylforamide (freshly eluted through neutral alumina). After 1 hour, the mixture was poured into 300 ml of water, extracted with ether, the ether layer was washed with saturated sodium chloride solution, then dried and evaporated to 820 mg of light yellow oil (84%) diphenyl ether methyl benzoate having the following elemental analysis, calculated (found): C: 45.14 (47.54); H: 2.13 (2.69); Cl: 8.33 (6.19); F: 22.31 (21.26); N: 3.29 (2.72); O: 18.79.

Workup

  1. washfreshly eluted through neutral alumina)
  2. additionthe mixture was poured into 300 ml of water
  3. extractionextracted with ether
  4. washthe ether layer was washed with saturated sodium chloride solution
  5. customdried
  6. customevaporated to 820 mg of light yellow oil (84%) diphenyl ether methyl benzoate having the following elemental analysis

Sources & evidence

ORD record
ord-2e2beed8e44b46acb8ffdb4f0867bc8c
Source dataset
uspto-grants-1988_05
Patent number
US04743703

Reaction notes

Loading…