Benzene → HCID 86756102, compound

HRID 1274818Notes

Reaction equation

HRID 1274818 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[O:6][C:7]1[N:12]=[C:11]([C:13]([NH:15][NH2:16])=[O:14])[CH:10]=[CH:9][CH:8]=1.[Cl:22][C:23]([Cl:27])([Cl:26])[CH:24]=O.C1C=CC=CC=1>C(OCC)(=O)C>[Cl:22][C:23]([Cl:27])([Cl:26])[CH:24]=[N:16][NH:15][C:13](=[O:14])[C:11]1[CH:10]=[CH:9][CH:8]=[C:7]([O:6][C:5]2[CH:17]=[CH:18][CH:19]=[C:3]([C:2]([F:20])([F:1])[F:21])[CH:4]=2)[N:12]=1

Participants

5

Reactant 3

HCID 241BenzeneHCID 6407ChloralHCID 18921385HCID 18921385, compound

Product 1

HCID 86756102HCID 86756102, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

6-[3-(trifluoromethyl)phenoxy] picolinic acid hydrazide (0.15 g, 0.000505 mol) was mixed with trichloroacetaldehyde (0.22 g, 0.000505×3.0 mol) and benzene (about 20 ml). The obtained mixture was refluxed for about 3 hours. The obtained reaction solution was distributed in ethyl acetate-saturated sodium bicarbonate water, and the organic phase separated from the solution was washed with saturated brine, dried with anhydrous sodium sulfate and then concentrated. The obtained concentrated solution was purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane), thereby obtaining an aimed product.

Workup

  1. temperatureThe obtained mixture was refluxed for about 3 hours
  2. customThe obtained reaction solution
  3. customthe organic phase separated from the solution
  4. washwas washed with saturated brine
  5. dry with materialdried with anhydrous sodium sulfate
  6. concentrationconcentrated
  7. customThe obtained concentrated solution was purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane)

Sources & evidence

ORD record
ord-5f2bbe35d6de40098117c0d5d4f9b64f
Source dataset
uspto-grants-2000_12
Patent number
US06159901

Reaction notes

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