Toluene → HCID 15099897, compound

HRID 1885776Notes

Reaction equation

HRID 1885776 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17](C)=[CH2:18])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[C:20]1(C)C=CC=CC=1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]3[C:11](=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=3)[CH:10]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 1140TolueneHCID 19876536HCID 19876536, compound

Product 1

HCID 15099897HCID 15099897, compound

Procedure

Into the reactor were fed a solution of 12.4 g (0.049 mol) of the four isomers of 4-methoxy-4'-isopentenyl biphenyl of Example 6 in 237.6 g of toluene at a rate of 10 g/hour. Lower boiling point compounds were removed by distillation from the reaction mixture. The reaction mixture was concentrated to 30 g. The reaction mixture was left to stand. The deposited crystal was filtered to separate it off. The product was recrystallized with toluene for purification. As a result, 2-(4'-methoxyphenyl)-6-methyl naphthalene (5.0 g) was obtained. The yield of the product was 45 mol % on the basis of the olefin compound (4-methoxy-4'-isopentenyl biphenyl).

Workup

  1. customLower boiling point compounds were removed by distillation from the reaction mixture
  2. concentrationThe reaction mixture was concentrated to 30 g
  3. waitThe reaction mixture was left
  4. filtrationThe deposited crystal was filtered
  5. customto separate it off
  6. customThe product was recrystallized with toluene for purification

Sources & evidence

ORD record
ord-72e4a5d028894beeaca9f350aabdbd0c
Source dataset
uspto-grants-1992_09
Patent number
US05146025

Reaction notes

Loading…