Reaction #55063

ord-1dd3d25577694c7790e4b46bfb148585

Reaction equation

Cc1c(C)c2c(c(C)c1OCc1ccccc1)CCC(C)(CCO)O2
rac.-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol
Cc1ccc(S(=O)(=O)OCCC2(C)CCc3c(C)c(OCc4ccccc4)c(C)c(C)c3O2)cc1
rac.-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol p-toluenesulfonate
→
Cc1c(C)c2c(c(C)c1OCc1ccccc1)CCC(C)(CCO)O2.Cc1ccc(S(=O)(=O)O)cc1
rac.-6-Benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol p-toluenesulfonate

Reactants

Cc1c(C)c2c(c(C)c1OCc1ccccc1)CCC(C)(CCO)O2
rac.-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol
Cc1ccc(S(=O)(=O)OCCC2(C)CCc3c(C)c(OCc4ccccc4)c(C)c(C)c3O2)cc1
rac.-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol p-toluenesulfonate

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherwas obtained in essentially quantitative yield as a pale-pink glass

Procedure

Using the procedure of Example 8, rac.-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol was converted into rac.-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol p-toluenesulfonate which was obtained in essentially quantitative yield as a pale-pink glass.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04151205uspto-grants-1979_04