1,4-Dioxane → HCID 18792288, compound

HRID 726470Notes

Reaction equation

HRID 726470 reaction equation
[C:1]([CH:4]([C:15]1[CH:24]=[CH:23][C:22]2[C:21]([CH3:26])([CH3:25])[CH2:20][CH2:19][C:18]([CH3:28])([CH3:27])[C:17]=2[CH:16]=1)[C:5]([O:7]CC1C=CC=CC=1)=[O:6])(=[O:3])[NH2:2].O1CCOCC1>[Pd].C(OCC)C>[C:1]([CH:4]([C:15]1[CH:24]=[CH:23][C:22]2[C:21]([CH3:26])([CH3:25])[CH2:20][CH2:19][C:18]([CH3:28])([CH3:27])[C:17]=2[CH:16]=1)[C:5]([OH:7])=[O:6])(=[O:3])[NH2:2]

Participants

5

Reactant 2

HCID 312751,4-DioxaneHCID 18792276HCID 18792276, compound

Product 1

HCID 18792288HCID 18792288, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3283Diethyl EtherSolvent

Procedure

3.9 g (10 mmol) of benzyl α-carbamoyl-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)acetate, 1.2 g of palladium on carbon (10%) and 100 ml of dioxane were introduced into a reactor. The mixture was hydrogenated at room temperature and at a pressure of 7 bar for 4 hours, filtered on celite and the filtrate evaporated to dryness. The residue obtained was taken up in the minimum amount of ethyl ether, filtered and dried. 2.2 g (76%) of the expected acid were recovered.

Workup

  1. filtrationfiltered on celite
  2. customthe filtrate evaporated to dryness
  3. customThe residue obtained
  4. filtrationfiltered
  5. customdried
  6. custom2.2 g (76%) of the expected acid were recovered

Sources & evidence

ORD record
ord-dd4bbd7207934af1b1556debd4e8c35e
Source dataset
uspto-grants-1998_01
Patent number
US05709867

Reaction notes

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