Hydrochloric Acid → HCID 19743537, compound

HRID 2254032Notes

Reaction equation

HRID 2254032 reaction equation
Cl[C:2]1([O:12][C:13]2[CH:26]=[CH:25][C:16]([O:17][CH:18]([CH3:24])[C:19](OCC)=[O:20])=[CH:15][CH:14]=2)[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][NH:3]1.[F:27][C:28]([F:39])([F:38])[C:29]1[CH:30]=[C:31]([CH2:35][C:36]#[N:37])[CH:32]=[CH:33][CH:34]=1.[Na].[ClH:41]>C(O)C>[C:36]([CH:35]([C:31]1[CH:32]=[CH:33][CH:34]=[C:29]([C:28]([F:38])([F:39])[F:27])[CH:30]=1)[C:19](=[O:20])[CH:18]([O:17][C:16]1[CH:25]=[CH:26][C:13]([O:12][C:2]2[C:7]([Cl:41])=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][N:3]=2)=[CH:14][CH:15]=1)[CH3:24])#[N:37]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 75360m-TrifluoromethylphenylacetonitrileHCID 5360545SodiumHCID 67795829HCID 67795829, compound

Product 1

HCID 19743537HCID 19743537, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.0 Grams of ethyl 2-[4-(2-chloro-5-trifluoromethyl-2-pyridyloxy)-phenoxy]-propionate and 1.42 g of α-(3-trifluoromethylphenyl)-acetonitrile were added to a solution of 0.37 g of metal sodium in 50 ml of ethanol, and refluxed under heat for 3 hours. The reaction mixture was added to an aqueous solution of dilute hydrochloric acid, and the mixture was subjected to extraction with chloroform, the extract was concentrated. The residue was separated and purified by column chromatography to give 2.28 g of a compound No. 132 which was a light yellow solid (melting point 70°-71° C.). The yield was 56.0%. The compound No. 132 was analyzed, and the results are shown in Tables 1 to 23.

Workup

  1. temperaturerefluxed
  2. temperatureunder heat for 3 hours
  3. extractionthe mixture was subjected to extraction with chloroform
  4. concentrationthe extract was concentrated
  5. customThe residue was separated
  6. custompurified by column chromatography

Sources & evidence

ORD record
ord-6e01fd4bc2854c7dbd46ef385acfee9d
Source dataset
uspto-grants-1993_08
Patent number
US05234894

Reaction notes

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