Gamma-Butyrolactone → 1(2H)-Naphthalenone, 3,4-dihydro-5,8-dimethyl-

HRID 1242863Notes

Reaction equation

HRID 1242863 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:8])=[CH:6][CH:7]=1.[C:9]1(=O)[O:13][CH2:12][CH2:11][CH2:10]1>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]2[C:3]=1[CH2:9][CH2:10][CH2:11][C:12]2=[O:13]

Participants

3

Reactant 2

HCID 7302Gamma-ButyrolactoneHCID 7809P-Xylene

Product 1

HCID 993341(2H)-Naphthalenone, 3,4-dihydro-5,8-dimethyl-Yield 28.7%

Procedure

After the completion of the first reaction in Example 1, the supernatant was removed, the remained catalyst was washed with 100 ml of hexane with stirring at room temperature. The hexane supernatant was removed, followed by drying under reduced pressure at 50° C. 100 ml of p-xylene (799 mmol) and 1 ml of γ-butyrolactone (14.8 mmol) as raw materials were charged again and then reacted at 196° C. for 3 hours. As a result, 5,8-dimethyltetralone (yield based on γ-butyrolactone: 28.7%) was obtained. The effect of regenerating the catalyst was exerted.

Workup

  1. customAfter the completion of the first reaction in Example 1
  2. customthe supernatant was removed
  3. washthe remained catalyst was washed with 100 ml of hexane
  4. customThe hexane supernatant was removed
  5. customby drying under reduced pressure at 50° C
  6. customreacted at 196° C. for 3 hours

Sources & evidence

ORD record
ord-e6392f534cc04a71948ac52fd4d6aa3c
Source dataset
uspto-grants-2006_10
Patent number
US07115782B2

Reaction notes

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