Sodium Bicarbonate → HCID 22748569, compound

HRID 1390207Notes

Reaction equation

HRID 1390207 reaction equation
[Cl:1][C:2]1(Cl)[C:8](=[O:9])[N:7]2[CH:3]1[O:4][CH:5]([CH2:15][CH3:16])[CH:6]2[C:10]([O:12][CH2:13][CH3:14])=[O:11].CCO.O.C([O-])(O)=O.[Na+]>[Pd].C([O-])([O-])=O.[Ca+2]>[Cl:1][CH:2]1[C:8](=[O:9])[N:7]2[CH:3]1[O:4][CH:5]([CH2:15][CH3:16])[CH:6]2[C:10]([O:12][CH2:13][CH3:14])=[O:11]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 19096565Water ethanolHCID 22748559HCID 22748559, compound

Product 1

HCID 22748569HCID 22748569, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 12000666Calcium Palladium CarbonateCatalyst

Procedure

Ethyl 6,6-dichloro-3-ethyl-7-oxo-1-aza-4-oxabicyclo[3.2.0]heptane-2-carboxylate (e21) (25mg, 0.089 m.mole) in EtOH/H2O containing 2 equivalents of NaHCO3 was hydrogenated over Pd/CaCO3 for 45 minutes, extracted into ethyl acetate, dried and evaporated under reduced pressure. Chromatography yielded the title compound (e22) (9 mg, 41%) M+ 247.0612 C10H14ClNO4 requires 247.0611

Workup

  1. extractionextracted into ethyl acetate
  2. customdried
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-5d29386ab4204ba3b944fab9a29b97ae
Source dataset
uspto-grants-1979_02
Patent number
US04138403

Reaction notes

Loading…