Water → HCID 86671242, compound

HRID 884104Notes

Reaction equation

HRID 884104 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[CH2:5][S:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][C:15]=2[F:23])=[CH:9][CH:8]=1)[CH3:2].O.O.[Sn](Cl)(Cl)(Cl)Cl.O>C(O)C>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][S:6][C:7]1[CH:8]=[CH:9][C:10]([O:13][C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][C:15]=2[F:23])=[CH:11][CH:12]=1)[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 85782573Tin tetrachloride dihydrateHCID 86671243HCID 86671243, compound

Product 1

HCID 86671242HCID 86671242, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of ethyl[4-(2-fluoro-4-nitrophenoxy)phenylsulfanyl]acetate (4.93 g, 14.0 mmol) in ethanol (100 mL) was added tin chloride dihydrate (9.50 g, 42.1 mmol), and the resulting solution was stirred for 8 hours at 50° C. Water was added to the reaction mixture and extracted with ethyl acetate. The ethyl acetate layer was washed with 1 M hydrochloric acid, a saturated sodium bicarbonate solution, and brine, dried over anhydrous sodium sulfate, and evaporated, to thereby yield 3.45 g of the title compound.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with 1 M hydrochloric acid
  3. dry with materiala saturated sodium bicarbonate solution, and brine, dried over anhydrous sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-b391dd139f694deba4d3dbef068a38d6
Source dataset
uspto-grants-2012_08
Patent number
US08236826B2

Reaction notes

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