HCID 21483903, compound → HCID 21483887, compound

HRID 1415202Notes

Reaction equation

HRID 1415202 reaction equation
[Cl:1][C:2]1[C:11]([Cl:12])=[C:10]([O:13][CH3:14])[CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][C:7]2=O>C(O)(=O)C.[Pd]>[Cl:1][C:2]1[C:11]([Cl:12])=[C:10]([O:13][CH3:14])[CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][CH2:7]2

Participants

4

Reactant 1

HCID 21483903HCID 21483903, compound

Product 1

HCID 21483887HCID 21483887, compoundYield 91.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

5,6-Dichloro-7-methoxy-1-tetralone (20 g., 0.08 mole) dissolved in acetic acid (300 ml.) is hydrogenated over 5% palladium on carbon (12 g.). The catalyst is removed and washed well with acetic acid. The combined acetic acid fractions are evaporated to dryness and the residue is crystallized from hexane to obtain 5,6-dichloro-7-methoxytetralin (17 g.), melting point 67°-68.5° C.

Workup

  1. customThe catalyst is removed
  2. washwashed well with acetic acid
  3. customThe combined acetic acid fractions are evaporated to dryness
  4. customthe residue is crystallized from hexane

Sources & evidence

ORD record
ord-41e8313c4b9149c1ad45786bcd6b7c8e
Source dataset
uspto-grants-1977_01
Patent number
US04003927

Reaction notes

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