HCID 14852535, compound → HCID 19372199, compound

HRID 129671Notes

Reaction equation

HRID 129671 reaction equation
[C:1]12([C:11]3[CH:12]=[C:13]([CH:18]=[CH:19][C:20]=3[CH:21]=[CH2:22])[C:14]([O:16][CH3:17])=[O:15])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2>[Pd].O1CCOCC1>[C:1]12([C:11]3[CH:12]=[C:13]([CH:18]=[CH:19][C:20]=3[CH2:21][CH3:22])[C:14]([O:16][CH3:17])=[O:15])[CH2:2][CH:3]3[CH2:9][CH:7]([CH2:6][CH:5]([CH2:4]3)[CH2:10]1)[CH2:8]2

Participants

4

Reactant 1

HCID 14852535HCID 14852535, compound

Product 1

HCID 19372199HCID 19372199, compoundYield 100.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

Into a reactor there are introduced 3 g (10 mmoles) of methyl 3-(1-adamantyl)-4-vinylbenzoate, 270 mg of palladium on charcoal (5%) and 50 ml of dioxan. Hydrogenation is effected at ambient temperature and under a pressure of 4 bars for 4 hours. The catalyst is filtered and the filtrate is evaporated. 3 g (100% yield) of the expected product in the form of a colorless oil are recovered.

Workup

  1. filtrationThe catalyst is filtered
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-ff710f9dd62a447e8f7fed48b0abb079
Source dataset
uspto-grants-1995_11
Patent number
US05468897

Reaction notes

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