Sodium Bicarbonate → HCID 9815422, compound

HRID 2226576Notes

Reaction equation

HRID 2226576 reaction equation
[O:1]([CH2:8][C@H:9]([OH:12])[CH2:10][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)(O)[O-:14].[Na+]>C(O)(=O)C.O.[Pt]=O>[OH:12][C@@H:9]([CH2:8][O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:10]([OH:14])=[O:11]

Participants

6

Reactant 2

HCID 516892Sodium BicarbonateHCID 855016HCID 855016, compound

Product 1

HCID 9815422HCID 9815422, compoundYield 83%

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

Platinum oxide (1.0 g) in acetic acid (20 ml) was hydrogenated at 1 atmosphere for 1.5 h. The platinum was filtered off, washed with water and added to a solution of (R)-3-phenoxy-1,2-propanediol (1.0 g, 6 mmol) and sodium bicarbonate (0.5 g) in water (120 ml). Air was blown through the vigorously stirred mixture overnight. The mixture was filtered, the aqueous solution acidified with hydrochloric acid and extracted with ethyl acetate. The organic extracts were dried (Na2SO4) and the solvent evaporated to give the sub-title acid (0.9 g).

Workup

  1. filtrationThe platinum was filtered off
  2. washwashed with water
  3. customwas blown through the vigorously stirred mixture overnight
  4. filtrationThe mixture was filtered
  5. extractionextracted with ethyl acetate
  6. dry with materialThe organic extracts were dried (Na2SO4)
  7. customthe solvent evaporated

Sources & evidence

ORD record
ord-a74896afeeab44d3b3da2fd998b7efb8
Source dataset
uspto-grants-1994_09
Patent number
US05348978

Reaction notes

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