Hydrochloric Acid → HCID 13543998, compound

HRID 255505Notes

Reaction equation

HRID 255505 reaction equation
[Na].[C:2]([C:5]1[CH:6]=[C:7]2[C:12](=[C:13]([CH2:16][CH2:17][CH3:18])[C:14]=1[OH:15])[N:11]=[C:10]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:9]=[C:8]2[CH3:24])(=[O:4])[CH3:3].[C:25](OCC)(=O)[C:26]([O:28][CH2:29][CH3:30])=[O:27].Cl>C(O)C>[CH3:24][C:8]1[C:7]2[C:12](=[C:13]([CH2:16][CH2:17][CH3:18])[C:14]3[O:15][C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:3][C:2](=[O:4])[C:5]=3[CH:6]=2)[N:11]=[C:10]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:9]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7268Diethyl OxalateHCID 5360545SodiumHCID 135838360HCID 135838360, compound

Product 1

HCID 13543998HCID 13543998, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium (2.925 g) was dissolved in dry ethanol (380 ml) and the product of step (b) (8 g) was added together with diethyl oxalate (8.7 ml). After 2 hours at reflux, the mixture was cooled and acidified with gaseous HCl, until the suspension was yellow and the pH about 2. The mixture was then refluxed 30 minutes, cooled and evaporated. The residue obtained was washed with dilute sodium bicarbonate solution, dried to give the sub-title compound, 7.8 g from ethanol, mp 183°-4°.

Workup

  1. temperatureAfter 2 hours at reflux
  2. temperaturethe mixture was cooled
  3. temperatureThe mixture was then refluxed 30 minutes
  4. temperaturecooled
  5. customevaporated
  6. customThe residue obtained
  7. washwas washed with dilute sodium bicarbonate solution
  8. customdried

Sources & evidence

ORD record
ord-eb0c1adb83ef400db47682d69dae6272
Source dataset
uspto-grants-1987_10
Patent number
US04698345

Reaction notes

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