HCID 12722168, compound → 3-Methoxy-1-methylnaphthalene

HRID 235591Notes

Reaction equation

HRID 235591 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9][CH2:10]2)=[C:5]([CH3:13])[CH:4]=1>[Pd].C1(OC2C=CC=CC=2)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH3:13])[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:12]=1

Participants

4

Reactant 1

HCID 12722168HCID 12722168, compound

Product 1

HCID 122334913-Methoxy-1-methylnaphthalene

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 7583Diphenyl EtherSolvent

Procedure

A mixture of 7-methoxy-5-methyl-1,2,3,4-tetrahydronaphthalene (1.0 g) and 10% palladium on charcoal (1.0 g) was stirred and heated in diphenyl ether (2 ml) at 200° C. for 1 hr. The mixture was purified by column chromatography over silica with light petroleum/dichloromethane (1:1 v/v) elution to give 2-methoxy-4-methylnaphthalene as a low melting point solid. Pmr spectrum (CDCl3 ; δ in ppm): 2.64 (3H,s); 3.89 (3H,s); 7.0-7.9 (6H,m).

Workup

  1. customThe mixture was purified by column chromatography over silica with light petroleum/dichloromethane (1:1 v/v) elution

Sources & evidence

ORD record
ord-f2dca9abdbfd426993b2c470530aeda4
Source dataset
uspto-grants-1987_02
Patent number
US04640708

Reaction notes

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