1,4-Dioxane → HCID 21474536, compound

HRID 274032Notes

Reaction equation

HRID 274032 reaction equation
[CH2:1]=[C:2]([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:3]([NH:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1)=[O:4].O1CCOCC1>[Pd].C(OCC)C>[CH3:25][C:21]1([CH3:26])[CH2:20][CH2:19][C:18]([CH3:27])([CH3:28])[C:17]2[CH:16]=[C:15]([CH:2]([CH3:1])[C:3]([NH:5][C:6]3[CH:7]=[CH:8][C:9]([C:10]([OH:12])=[O:11])=[CH:13][CH:14]=3)=[O:4])[CH:24]=[CH:23][C:22]1=2

Participants

5

Reactant 2

HCID 312751,4-DioxaneHCID 23170861HCID 23170861, compound

Product 1

HCID 21474536HCID 21474536, compoundYield 89.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3283Diethyl EtherSolvent

Procedure

650 mg (1.7 mmol) of 4-(α-methylene-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylacetamido)benzoic acid, 100 mg of palladium on charcoal (10%) and 100 ml of dioxane are introduced into a reactor. The mixture is hydrogenated at room temperature and under a pressure of 7 bars for 2 h, the catalyst is filtered off and the filtrate is evaporated. The residue obtained is ground in the minimum amount of ethyl ether, filtered off and dried. 580 mg (89%) of acid, melting point 195°-6° C., are obtained.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. customThe residue obtained
  4. filtrationfiltered off
  5. customdried

Sources & evidence

ORD record
ord-457b113d5bca45148e498b53582e8b87
Source dataset
uspto-grants-1995_02
Patent number
US05387594

Reaction notes

Loading…