Sodium Hydroxide → HCID 70185160, compound

HRID 355476Notes

Reaction equation

HRID 355476 reaction equation
[CH3:1][C:2]1([CH3:23])[O:6][C@@H:5]([CH2:7][O:8][C:9]2[CH:10]=[C:11]([C:19]([O:21]C)=[O:20])[CH:12]=[C:13]([CH:18]=2)[C:14]([O:16]C)=[O:15])[CH2:4][O:3]1.[OH-].[Na+]>CO>[CH3:1][C:2]1([CH3:23])[O:6][C@@H:5]([CH2:7][O:8][C:9]2[CH:18]=[C:13]([C:14]([OH:16])=[O:15])[CH:12]=[C:11]([CH:10]=2)[C:19]([OH:21])=[O:20])[CH2:4][O:3]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70185365HCID 70185365, compound

Product 1

HCID 70185160HCID 70185160, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.40 g of dimethyl (S)-5-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-isophthalate were stirred at room temperature for 16 hours with 4 ml of sodium hydroxide solution (28%) in 50 ml of methanol. After neutralization with 6N hydrochloric acid, the methanol was distilled off in a water-jet vacuum. The residue was poured on to ice-water, extracted with methylene chloride, the combined methylene chloride phases were washed with water, dried over magnesium sulfate, filtered and evaporated. There was obtained (S)-5-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-isophthalic acid, MS: m/z 296 ([M]+).

Workup

  1. distillationAfter neutralization with 6N hydrochloric acid, the methanol was distilled off in a water-jet vacuum
  2. additionThe residue was poured on to ice-water
  3. extractionextracted with methylene chloride
  4. washthe combined methylene chloride phases were washed with water
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-8a8f21cff30944c5ab42c56fe44faf4e
Source dataset
uspto-grants-1998_11
Patent number
US05830920

Reaction notes

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