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

HRID 1242862Notes

Reaction equation

HRID 1242862 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 23.2%

Procedure

Using the same reactor as in Example 1, 3.20 g of the 10 wt % HSiW/SiO2 catalyst (0.097 mmol-HSiW) as the catalyst produced in Example 1, 100 ml of p-xylene (799 mmol) and 1 ml of γ-butyrolactone (14.8 mmol) were reacted at 196° C. for 3 hours to obtain 5,8-dimethyltetralone (yield based on γ-butyrolactone: 30.4%). After removing the supernatant by filtration, 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: 23.2%) was obtained. The catalyst could be reused.

Workup

  1. customAfter removing the supernatant
  2. additionwere charged again
  3. customreacted at 196° C. for 3 hours

Sources & evidence

ORD record
ord-691162b308db49589b4632c5ba005a72
Source dataset
uspto-grants-2006_10
Patent number
US07115782B2

Reaction notes

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