HCID 12266617, compound → HCID 15125071, compound

HRID 373368Notes

Reaction equation

HRID 373368 reaction equation
[CH3:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([CH3:13])=[C:7]2[C:3]=1[CH2:4][CH2:5][CH:6]2O>C(O)(=O)C.[Pd]>[CH3:13][C:8]1[C:9]([O:11][CH3:12])=[CH:10][C:2]([CH3:1])=[C:3]2[C:7]=1[CH2:6][CH2:5][CH2:4]2

Participants

4

Reactant 1

HCID 12266617HCID 12266617, compound

Product 1

HCID 15125071HCID 15125071, compoundYield 95.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of 4,7-dimethyl-6-methoxy-1-indanol (4.0 g) in acetic acid (100 ml) was added palladium black (600 mg) and hydrogenation was carried out at room temperature for 3 hours. The catalyst was filtered off and the mother liquor was distilled under reduced pressure. To the residue was added ethyl acetate, washed with water and saturated saline and dried with anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure to obtain 4,7-dimethyl-5-methoxyindane (3.5 g) (Compound A-9). The physical properties and NMR spectrum data thereof are shown in Table 1.

Workup

  1. filtrationThe catalyst was filtered off
  2. distillationthe mother liquor was distilled under reduced pressure
  3. additionTo the residue was added ethyl acetate
  4. washwashed with water and saturated saline
  5. dry with materialdried with anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-1e288122055741eea6f843ce9404cfd3
Source dataset
uspto-grants-1992_11
Patent number
US05162571

Reaction notes

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