Sodium Bicarbonate → HCID 20499800, compound

HRID 2166568Notes

Reaction equation

HRID 2166568 reaction equation
O.Cl.[CH2:3]([N:10]1[CH2:15][C:14]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)=[CH:13][C:12](=[O:23])[CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(=O)(O)[O-].[Na+].[Na]>C(O)C>[CH2:3]([N:10]1[CH2:11][CH:12]([OH:23])[CH:13]=[C:14]([C:16]2[CH:17]=[CH:18][C:19]([CH3:22])=[CH:20][CH:21]=2)[CH2:15]1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 5360545SodiumHCID 20499795HCID 20499795, compound

Product 1

HCID 20499800HCID 20499800, compoundYield 88.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1-benzyl-1,6-dihydro-5-(p-tolyl)-3-[2H]-pyridone hydrochloride hydrate (4.7 g) in ethanol (100 ml) was treated with sodium bicarbonate (1.2 g), followed by sodium borohydridge (1 g). After 1 hour the solvents were removed under reduced pressure and the residue partitioned between water (50 ml) and ether (200 ml). The ether layer was dried and the solvent removed under reduced pressure to give the title compound as an oil (3.5 g).

Workup

  1. customAfter 1 hour the solvents were removed under reduced pressure
  2. customthe residue partitioned between water (50 ml) and ether (200 ml)
  3. dry with materialThe ether layer was dried
  4. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-98dc3898ac8e4c1d9b0dfafbc3331e13
Source dataset
uspto-grants-1983_06
Patent number
US04387230

Reaction notes

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