HCID 21406503, compound → (+-)-Cicloprofen

HRID 972258Notes

Reaction equation

HRID 972258 reaction equation
[CH2:1]=[C:2]([C:6]1[CH:18]=[CH:17][C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH2:9][C:8]=2[CH:7]=1)[C:3]([OH:5])=[O:4]>O1CCOCC1.[Pd]>[CH3:1][CH:2]([C:6]1[CH:18]=[CH:17][C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH2:9][C:8]=2[CH:7]=1)[C:3]([OH:5])=[O:4]

Participants

4

Reactant 1

HCID 21406503HCID 21406503, compound

Product 1

HCID 37589(+-)-CicloprofenYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

A solution of α-methylenefluorene-2-acetic acid (2.6g.) in dioxane (50ml.) is hydrogenated in the presence of 5% palladium on charcoal (800mg.). The mixture is filtered and the filtrate evaporated to dryness. The residue is sublimed to afford the title compound (2.6g.). The analytical sample is prepared by recrystallization from aqueous methanol, mp 181°-182°.

Workup

  1. filtrationThe mixture is filtered
  2. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-abdc85df580a4a1381a3177722ce96ab
Source dataset
uspto-grants-1977_10
Patent number
US04052436

Reaction notes

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