Methanol → HCID 13423729, compound

HRID 543380Notes

Reaction equation

HRID 543380 reaction equation
[C:1]([C:4]1[CH:9]=[C:8]([C:10]([CH3:13])([CH3:12])[CH3:11])[CH:7]=[C:6]([S:14]([CH3:17])(=[O:16])=[O:15])[C:5]=1[OH:18])([OH:3])=[O:2].S(=O)(=O)(O)O.[CH3:24]O>>[CH3:24][O:2][C:1]([C:4]1[CH:9]=[C:8]([C:10]([CH3:13])([CH3:12])[CH3:11])[CH:7]=[C:6]([S:14]([CH3:17])(=[O:16])=[O:15])[C:5]=1[OH:18])=[O:3]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 13423728HCID 13423728, compound

Product 1

HCID 13423729HCID 13423729, compound

Procedure

1.0 g (0.003 mol) of 2-carboxy-4-(1,1-dimethylethyl)-6-methylsulfonylphenol prepared in Example 3 is dissolved in 6 ml of methanol, and heated under reflux with 0.1 ml of concentrated sulfuric acid for 2 days. The mixture is poured onto ice-water, and this is extracted with ethyl acetate, the solvent is removed in vacuo and the residue is subjected to chromatography on silica gel using ethyl acetate/toluene 4:1 as the eluting agent.

Workup

  1. temperatureheated
  2. additionThe mixture is poured onto ice-water
  3. extractionthis is extracted with ethyl acetate
  4. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-c15f472ec7f346ed9c3ce48356232004
Source dataset
uspto-grants-1987_04
Patent number
US04661636

Reaction notes

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