Chlorosulfonic acid → HCID 86656663, compound

HRID 882928Notes

Reaction equation

HRID 882928 reaction equation
[CH3:1][O:2][C:3](=[O:20])[CH2:4][CH:5]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.Cl[S:22]([OH:25])(=[O:24])=[O:23]>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:20])[CH2:4][CH:5]([C:12]1[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[C:16]([S:22]([OH:25])(=[O:24])=[O:23])[CH:17]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 121291763-(4-Methoxy-phenyl)-3-phenyl-propionic acid methyl ester

Product 1

HCID 86656663HCID 86656663, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-(4-methoxy-phenyl)-3-phenyl-propionic acid methyl ester (prepared according to the procedure reported in Tetrahedron (2006), 62(41), 9610-9621) (2.50 g, 9.25 mmol) in DCM (250 mL) at 0° C. is added chlorosulfonic acid (30.7 ml, 462.5 mmol). The reaction mixture is allowed to warm to RT and is stirred at this temperature for 2 h. Ice water is added to cause precipitation of the product. The solvents are decanted and the residual solid is washed with ice water. The solid is then dried under vacuum to afford the title compound that is used without further purification.

Workup

  1. customprecipitation of the product
  2. customThe solvents are decanted
  3. washthe residual solid is washed with ice water
  4. customThe solid is then dried under vacuum

Sources & evidence

ORD record
ord-20b9c20afa3346dcb448b8c784666a59
Source dataset
uspto-grants-2012_08
Patent number
US08236808B2

Reaction notes

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