Thioanisole → HCID 86717346, compound

HRID 527142Notes

Reaction equation

HRID 527142 reaction equation
[CH:1]1[CH:6]=[C:5]2[C:7]([C:9](O)(O)[C:10](=[O:11])[C:4]2=[CH:3][CH:2]=1)=[O:8].[C:14]1([S:20][CH3:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(=O)(O)[O-].[Na+]>FC(F)(F)C(O)=O>[CH3:21][S:20][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH:9]1[C:10](=[O:11])[C:4]2[C:5](=[CH:6][CH:1]=[CH:2][CH:3]=2)[C:7]1=[O:8]

Participants

5

Reactant 3

HCID 7520ThioanisoleHCID 10236NinhydrinHCID 516892Sodium Bicarbonate

Product 1

HCID 86717346HCID 86717346, compoundYield 13.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Ninhydrin (0.10 g, 0.56 mmols) and thioanisole (0.07 mL, 0.56 mmols) were dissolved in trifluoroacetic acid (3 mL) and was stirred for 90 min at room temperature. The reaction mixture was neutralization with an aqueous sodium bicarbonate solution and was extracted with ethylacetate and was purified by silica gel column chromatography to afford the title compound (20 mg, 13%).

Workup

  1. extractionwas extracted with ethylacetate
  2. customwas purified by silica gel column chromatography

Sources & evidence

ORD record
ord-4ded1bdb21604fca9777838ce529c129
Source dataset
uspto-grants-2016_05
Patent number
US09346749B2

Reaction notes

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