Methanol → HCID 19045471, compound

HRID 1781400Notes

Reaction equation

HRID 1781400 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]SC)=[CH:4][C:3]=1[C:11](=[O:13])[CH3:12].O[O:15][S:16]([O-:18])=O.[K+].[CH3:20]O>O>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][S:16]([CH3:20])(=[O:18])=[O:15])=[CH:4][C:3]=1[C:11](=[O:13])[CH3:12]

Participants

5

Reactant 3

HCID 887MethanolHCID 19045363HCID 19045363, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 19045471HCID 19045471, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 2'-hydroxy-5'-(methylthiomethyl)acetophenone (2.20 g, 11.0 mmol) in 88 mL methanol cooled in an ice bath was added a solution of OXONE (commercial potassium peroxymonosulfate mixture, Aldrich Chemical Co.)(20.28 g, 33.0 mmol) in 88 mL water. The mixture was stirred two hours with cooling then partially concentrated in vacuo. The product was isolated in the same manner employed in the previous example to give after recrystallization from n-butylchloride 1.70 g (68%) product, as a white solid, mp 142°-144° C.:

Workup

  1. temperaturewith cooling
  2. concentrationthen partially concentrated in vacuo
  3. customThe product was isolated in the same manner
  4. customto give
  5. customafter recrystallization from n-butylchloride 1.70 g (68%) product

Sources & evidence

ORD record
ord-88eceac4d7b14e2ba62b61092830aadb
Source dataset
uspto-grants-1997_05
Patent number
US05633247

Reaction notes

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