HCID 15541833, compound → HCID 9803157, compound

HRID 1018509Notes

Reaction equation

HRID 1018509 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[O:12]1[CH2:16][CH2:15][CH2:14][CH:13]1[CH2:17][O:18][C:19]([C:21]1[CH:22]([C:33]2[CH:38]=[CH:37][CH:36]=[C:35]([Cl:39])[C:34]=2[Cl:40])[C:23]([C:29]([O:31][CH3:32])=[O:30])=[C:24]([CH3:28])[NH:25][C:26]=1[CH3:27])=[O:20]>C(Cl)Cl>[O:12]1[CH2:16][CH2:15][CH2:14][CH:13]1[CH2:17][O:18][C:19]([C:21]1[C:22]([C:33]2[CH:38]=[CH:37][CH:36]=[C:35]([Cl:39])[C:34]=2[Cl:40])=[C:23]([C:29]([O:31][CH3:32])=[O:30])[C:24]([CH3:28])=[N:25][C:26]=1[CH3:27])=[O:20]

Participants

4

Reactant 2

HCID 15541833HCID 15541833, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 9803157HCID 9803157, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 82 g (0.068 mol) of pyridinium chlorochromate on alumina in 230 ml of CH2Cl2, 10 g (0.023 mol) of 4-(2,3-dichlorophenyl)-2,6-dimethyl 1,4-dihydropyridine-3,5-dicarboxylic acid 3-methyl ester 5-(tetrahydrofuran-2-ylmethyl) ester were added, and the mixture was maintained with strong stirring during 7 hours. The insoluble solid was filtered and the remaining liquid was washed with water (3×250 ml), dried with anh. Na2SO4 and concentrated at low pressure. Finally, the product was obtained as an oil, with a yield of 87%.

Workup

  1. additionwere added
  2. temperaturethe mixture was maintained
  3. filtrationThe insoluble solid was filtered
  4. washthe remaining liquid was washed with water (3×250 ml)
  5. dry with materialdried with anh. Na2SO4
  6. concentrationconcentrated at low pressure
  7. customFinally, the product was obtained as an oil, with a yield of 87%

Sources & evidence

ORD record
ord-a9ebca0258984098916a5ba2b712d56b
Source dataset
uspto-grants-2002_11
Patent number
US06482841B1

Reaction notes

Loading…