Trifluoromethanesulfonic acid → HCID 19375354, compound

HRID 2211072Notes

Reaction equation

HRID 2211072 reaction equation
[CH2:1]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[S:14][C:15]([C:18]3[CH:23]=[CH:22][C:21](O)=[CH:20][CH:19]=3)=[CH:16][N:17]=2)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].FC(S(O)(=O)=O)(F)F>N1C=CC=CC=1>[CH2:1]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[S:14][C:15]([C:18]3[CH:23]=[CH:22][C:21]([CH2:4][CH2:3][CH2:2][CH2:1][CH:7]4[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]4)=[CH:20][CH:19]=3)=[CH:16][N:17]=2)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 62406Trifluoromethanesulfonic acidHCID 233547624-{2-(4-Hexylphenyl)thiazole-5-yl}phenol

Product 1

HCID 19375354HCID 19375354, compoundYield 203.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1.20 g of 4-{2-(4-hexylphenyl)thiazole-5-yl}phenol was dissolved in 2 ml of pyridine and cooled on an ice bath to which common salt was added. To the solution, 0.9 ml of anhydrous trifluoromethylsulfonic acid was added, followed by stirring for 1 hour. After the reaction, the reaction mixture was poured into ice water and subjected to extraction with ethyl acetate. The resultant organic layer was acidified by diluted hydrochloric acid, washed with common salt water (or brine) and dried with anhydrous sodium sulfate, followed by distilling-off of the solvent to obtain 1.66 g of an objective product.

Workup

  1. temperaturecooled on an ice bath to which common salt
  2. additionwas added
  3. customAfter the reaction
  4. extractionsubjected to extraction with ethyl acetate
  5. washwashed with common salt water (or brine)
  6. dry with materialdried with anhydrous sodium sulfate

Sources & evidence

ORD record
ord-a6f48fa300254f72bce7f6de816838f2
Source dataset
uspto-grants-1995_10
Patent number
US05462694

Reaction notes

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