Methanol → HCID 69071944, compound

HRID 643169Notes

Reaction equation

HRID 643169 reaction equation
S(=O)(=O)(O)O.[Br:6][C:7]1[CH:8]=[C:9]([CH2:14][C@@H:15]([OH:19])[C:16]([OH:18])=[O:17])[CH:10]=[CH:11][C:12]=1[OH:13].[CH3:20]O>>[Br:6][C:7]1[CH:8]=[C:9]([CH2:14][C@@H:15]([OH:19])[C:16]([O:18][CH3:20])=[O:17])[CH:10]=[CH:11][C:12]=1[OH:13]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 15939059HCID 15939059, compound

Product 1

HCID 69071944HCID 69071944, compound

Procedure

2.5 mL concentrated sulphuric acid were added to a solution of 53.6 g (154 mmol) (R)-3-(3-bromo-4-hydroxy-phenyl)-2-hydroxy-propionic acid in 250 mL MeOH and the reaction mixture was stirred for 4 h at RT. The mixture was evaporated down i.vac., the residue was taken up in 250 mL EtOAc, the organic phase was washed twice with 100 mL saturated NaHCO3 solution and saturated NaCl solution and dried over Na2SO4. After the desiccant and solvent had been eliminated the residue was further reacted without purification.

Workup

  1. customThe mixture was evaporated down i.vac
  2. washthe organic phase was washed twice with 100 mL saturated NaHCO3 solution and saturated NaCl solution
  3. dry with materialdried over Na2SO4
  4. customwas further reacted without purification

Sources & evidence

ORD record
ord-b27ccd892c8541b69760783dcd71a6a4
Source dataset
uspto-grants-2010_04
Patent number
US07696209B2

Reaction notes

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