Water → HCID 54074810, compound

HRID 1086382Notes

Reaction equation

HRID 1086382 reaction equation
C([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:25]=[CH:24][C:11]([CH:12]=[CH:13][C:14]2[CH:19]=[CH:18][C:17]([S:20]([CH3:23])(=[O:22])=[O:21])=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)(=O)C.O>C(O)C.O1CCOCC1.Cl>[OH:4][CH2:5][CH2:6][O:7][C:8]1[CH:9]=[CH:10][C:11]([CH:12]=[CH:13][C:14]2[CH:19]=[CH:18][C:17]([S:20]([CH3:23])(=[O:22])=[O:21])=[CH:16][CH:15]=2)=[CH:24][CH:25]=1

Participants

6

Reactant 2

HCID 962WaterHCID 54537869HCID 54537869, compound

Product 1

HCID 54074810HCID 54074810, compoundYield 77.3%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

4'-(2-Acetoxyethoxy)-4-methylsulfonylstilbene (17 g, 0.05 mol, Example 2) was dissolved in a mixture of 125 mL of ethanol, 25 mL of 1,4-dioxane and 4.2 mL of concentrated HCl, and heated at reflux overnight. While heating, water was added to the reaction mixture to near precipitation and the solution was cooled. The precipitate was filtered, washed with water and dried in vacuum to give 12.3 g (77%) of the white product. m.p.=224°-226° C.

Workup

  1. temperatureheated
  2. temperatureat reflux overnight
  3. temperatureWhile heating
  4. temperaturethe solution was cooled
  5. filtrationThe precipitate was filtered
  6. washwashed with water
  7. customdried in vacuum

Sources & evidence

ORD record
ord-d5f43504e85e41208464e53229f06ea3
Source dataset
uspto-grants-1991_07
Patent number
US05029979

Reaction notes

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