3-(9,10-Methanoanthracen-9(10H)-yl)prop-2-enoic acid → HCID 12507124, compound

HRID 27963Notes

Reaction equation

HRID 27963 reaction equation
[CH:1]1[C:14]2[C:13]3([CH:16]=[CH:17][C:18]([OH:20])=[O:19])[CH2:15][CH:6]([C:7]4[C:12]3=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:5]=2[CH:4]=[CH:3][CH:2]=1>C(O)C.[Pd]>[CH:11]1[C:12]2[C:13]3([CH2:16][CH2:17][C:18]([OH:20])=[O:19])[CH2:15][CH:6]([C:5]4[C:14]3=[CH:1][CH:2]=[CH:3][CH:4]=4)[C:7]=2[CH:8]=[CH:9][CH:10]=1

Participants

4

Reactant 1

HCID 544542913-(9,10-Methanoanthracen-9(10H)-yl)prop-2-enoic acid

Product 1

HCID 12507124HCID 12507124, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of β-(9,10-dihydro-9,10-methano-9-anthryl)acrylic acid (612 mg) and 5% palladium-charcoal (120 mg) in ethanol was stirred under a hydrogen atmosphere at room temperature for 2 hours. The catalyst was removed by filtration, and the solution was evaporated to dryness to give β-(9,10-dihydro-9,10-methano-9-anthryl)propionic acid. M.P. 185°-189° C.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solution was evaporated to dryness

Sources & evidence

ORD record
ord-87458d74af334148adf19cd21741e181
Source dataset
uspto-grants-1980_09
Patent number
US04224344

Reaction notes

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