2-Methoxynaphthalene → 2-Methoxy-6-(propan-2-yl)naphthalene

HRID 1975526Notes

Reaction equation

HRID 1975526 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1.[CH2:13]=[CH:14][CH3:15]>>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH:14]([CH3:15])[CH3:13])[CH:9]=2)[CH:4]=1

Participants

3

Reactant 2

HCID 71192-MethoxynaphthaleneHCID 8252Propylene2×

Product 1

HCID 1245012-Methoxy-6-(propan-2-yl)naphthalene

Conditions

Temperature
225 °C

Procedure

A 450 ml autoclave was charged with 158 g 2-methoxynapthalene and 3.2 g dealuminized mordenite catalyst. The autoclave was pressurized to 670 kPa with propylene then heated to 225° C. with agitation. Propylene was added as it was consumed to maintain pressure. In 8 hours, the conversion was 12% with 34% selectivity to 2-methoxy-6-isopropylnaphthalene (as confirmed by gas chromatography). Repetition of the reaction at 275° C. gave 19% conversion in 3 hours with 31% selectivity.

Workup

  1. customwas consumed
  2. temperatureto maintain pressure
  3. customRepetition of the reaction at 275° C.
  4. customgave 19% conversion in 3 hours with 31% selectivity

Sources & evidence

ORD record
ord-505a6f45416046c2be2dce40992f8219
Source dataset
uspto-grants-1994_02
Patent number
US05286902

Reaction notes

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