HCID 66915691, compound → 3-O-Ethylascorbic acid

HRID 1175200Notes

Reaction equation

HRID 1175200 reaction equation
[CH2:1]([O:3][C:4]1[C@@H:9]([C@H:10]([C:12](=C(C)C)[OH:13])[OH:11])[O:8][C:6](=[O:7])[C:5]=1[OH:17])[CH3:2]>O.C(O)C>[CH2:1]([O:3][C:4]1[C@@H:9]([C@H:10]([CH2:12][OH:13])[OH:11])[O:8][C:6](=[O:7])[C:5]=1[OH:17])[CH3:2]

Participants

4

Reactant 1

HCID 66915691HCID 66915691, compound

Product 1

HCID 1507363-O-Ethylascorbic acidYield 73.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

12.4 g of the 3-O-ethyl-isopropylidene ascorbic acid prepared in Example 1 was dissolved in the mixed solvent of distilled water (10 ml)/ethanol (90 ml) together with 1.1 g of Nafion H, followed by stirring at 60° C. for 2 hours. Nafion H was eliminated by filtering and the mixture was concentrated into crude crystalline 3-ethyl-ascorbic acid. The crude crystalline 3-ethyl-ascorbic acid was re-crystallized in ethylacetate/ethanol (8:2) to give 7.6 g of white crystalline 3-O-ethyl-ascorbic acid.

Workup

  1. filtrationby filtering
  2. concentrationthe mixture was concentrated into crude crystalline 3-ethyl-ascorbic acid
  3. customThe crude crystalline 3-ethyl-ascorbic acid was re-crystallized in ethylacetate/ethanol (8:2)

Sources & evidence

ORD record
ord-8428ae064e2641faa58fdf215be78d89
Source dataset
uspto-grants-2010_11
Patent number
US07838690B2

Reaction notes

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