Ethanol, 2-(1,4-benzodioxan-2-yl)- → 2-(2-Tosyloxyethyl)-1,4-benzodioxan

HRID 1388679Notes

Reaction equation

HRID 1388679 reaction equation
[OH:1][CH2:2][CH2:3][CH:4]1[O:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[O:6][CH2:5]1.[S:14](Cl)([OH:17])(=O)=[O:15].[C:19]1([CH3:25])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>N1C=CC=CC=1.O>[C:19]1([CH3:25])[CH:24]=[CH:23][C:22]([S:14]([O:1][CH2:2][CH2:3][CH:4]2[O:9][C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][CH2:5]2)(=[O:17])=[O:15])=[CH:21][CH:20]=1

Participants

5

Reactant 2

HCID 98334Ethanol, 2-(1,4-benzodioxan-2-yl)-HCID 22723482HCID 22723482, compound

Product 1

HCID 128505822-(2-Tosyloxyethyl)-1,4-benzodioxan

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

74 g of 2-(2-hydroxyethyl) (2,3-dihydro [4H] 1,4-benzodioxin) are dissolved in 150 ml pyridine and to this solution 76 g p toluene sulfochloride are added while maintaining the inner temperature beneath 25°. The whole mixture is kept under stirring at room temperature for 24 hours then poured in water and extracted with chloroform. The chloroformic solutions are united, washed with water, dried and evaporated off. The dry residue is further purified by recrystallizing it from a mixture isopropyl ether--petrol (50:50)

Workup

  1. additionare added
  2. temperaturewhile maintaining the inner temperature beneath 25°
  3. extractionextracted with chloroform
  4. washwashed with water
  5. customdried
  6. customevaporated off
  7. customThe dry residue is further purified
  8. customby recrystallizing it from a mixture isopropyl ether--petrol (50:50)

Sources & evidence

ORD record
ord-c0246a00cd424997b6bd4a4a58440617
Source dataset
uspto-grants-1984_02
Patent number
US04432984

Reaction notes

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