Hydrochloric Acid → HCID 17976826, compound

HRID 1904578Notes

Reaction equation

HRID 1904578 reaction equation
[NH2:1][C:2](=[C:4]([C:25]([O:27][CH2:28]C)=[O:26])[CH:5]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=1)[CH:6]([C:11]([O:13][CH3:14])=[O:12])[C:7](=O)[CH2:8][Cl:9])[CH3:3].Cl.[C:31]([O-])(O)=O.[Na+]>CCO>[Cl:9][CH2:8][C:7]1[NH:1][C:2]([CH3:3])=[C:4]([C:25]([O:27][CH3:28])=[O:26])[CH:5]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:22])([F:24])[F:23])[CH:16]=2)[C:6]=1[C:11]([O:13][CH2:14][CH3:31])=[O:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 86743132HCID 86743132, compound

Product 1

HCID 17976826HCID 17976826, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-amino-7-chloro-3-carboethoxy-5-carbomethoxy-4-(m-trifluoromethylphenyl)-6-oxo-2-heptene (5 g) and aqueous concentrated HCl (0.2 ml) in EtOH (50 ml) is stirred at 0° C. for 2 hours then it is neutralized with a drop of a saturated NaHCO3 solution and evaporated to dryness. The residue is dissolved in AcOEt (50 ml), washed with water (3×15 ml), dried on Na2SO4 and concentrated in vacuum. The residue is dissolved in Et2O/diisopropylether to give 3.6 g of 2-chloromethyl-3-carboethoxy-5-carbomethoxy-4-(m-trifluoromethylphenyl)-6-methyl-1,4-dihydropyridine, m.p. 115°-116° C.

Workup

  1. customevaporated to dryness
  2. dissolutionThe residue is dissolved in AcOEt (50 ml)
  3. washwashed with water (3×15 ml)
  4. customdried on Na2SO4
  5. concentrationconcentrated in vacuum
  6. dissolutionThe residue is dissolved in Et2O/diisopropylether

Sources & evidence

ORD record
ord-dca6c7310b3c46c79746e34ae0855eaa
Source dataset
uspto-grants-1989_06
Patent number
US04839348

Reaction notes

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