Perchloric Acid → HCID 21437941, compound

HRID 2397375Notes

Reaction equation

HRID 2397375 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH:14](O)[CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:10][CH:9]=1.Cl(O)(=O)(=O)=O.[H][H]>C(O)(=O)C.[Pd]>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:10][CH:9]=1

Participants

6

Reactant 3

HCID 24247Perchloric AcidHCID 21437945HCID 21437945, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21437941HCID 21437941, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

18.6 gm of 4-(2'-chloro-4-biphenylyl)-4-hydroxybutyric acid (obtained by acidifying 20 gm of its sodium salt and extraction with ethyl acetate) were hydrogenated in 200 ml of glacial acetic acid in the presence of 2 ml of perchloric acid and in the presence of palladium/barium sulfate (5%) at room temperature and at a hydrogen pressure of 5 atmospheres. After filtration, the solvent was evaporated and the residue admixed with water; the crystalline acid was collected and dried. Yield: 70% of theory; m.p. 60°-61° C. (from petroleum ether). Melting point of the cyclohexylamine salt: 143°-144° C. (from water).

Workup

  1. filtrationAfter filtration
  2. customthe solvent was evaporated
  3. customthe crystalline acid was collected
  4. customdried
  5. custom143°-144° C. (from water)

Sources & evidence

ORD record
ord-bbf99e8cb0d143fdb71e25a3c0424c02
Source dataset
uspto-grants-1977_05
Patent number
US04021479

Reaction notes

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