Sodium Bicarbonate → HCID 23043930, compound

HRID 476684Notes

Reaction equation

HRID 476684 reaction equation
[C:1]1([CH2:7][CH2:8][NH:9][C:10]([CH2:12]/[CH:13]=[CH:14]/[CH2:15][C:16]([O:18]C)=[O:17])=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)(O)[O-].[Na+]>CO.O>[C:1]1([CH2:7][CH2:8][NH:9][C:10]([CH2:12]/[CH:13]=[CH:14]/[CH2:15][C:16]([OH:18])=[O:17])=[O:11])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 19838201HCID 19838201, compound

Product 1

HCID 23043930HCID 23043930, compoundYield 83.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

The product of step (a) (13.9 g., 48 mmoles) and sodium bicarbonate (4.05 g., 48 mmoles) in methanol (300 ml) and water (60 ml) was heated at reflux for 8 hr. The solution was evaporated to dryness and the residue partitioned between water and ethyl acetate. The aqueous phase was separated, acidified with dilute hydrochloric acid, and extracted with ethyl acetate. Evaporation of the organic extracts gave the sub-title compound (9.9 g) mp 101°-103°.

Workup

  1. temperatureat reflux for 8 hr
  2. customThe solution was evaporated to dryness
  3. customthe residue partitioned between water and ethyl acetate
  4. customThe aqueous phase was separated
  5. extractionextracted with ethyl acetate
  6. customEvaporation of the organic extracts

Sources & evidence

ORD record
ord-8225e6645f324088bd93aab499bd9c8b
Source dataset
uspto-grants-1989_12
Patent number
US04885313

Reaction notes

Loading…