2-Methylbenzenesulfonic acid → 4-Hydroxy-4'-octyloxybiphenyl

HRID 2227117Notes

Reaction equation

HRID 2227117 reaction equation
[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([O:22]C3CCCCO3)=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C1(C)C(S(O)(=O)=O)=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>CO>[OH:22][C:19]1[CH:18]=[CH:17][C:16]([C:13]2[CH:14]=[CH:15][C:10]([O:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])=[CH:11][CH:12]=2)=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 69252-Methylbenzenesulfonic acidHCID 11430Potassium CarbonateHCID 18471801HCID 18471801, compound

Product 1

HCID 104943294-Hydroxy-4'-octyloxybiphenyl

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-octyloxy-4′-tetrahydropyranyloxybiphenyl 9E (R=octyl) (5 g) in methanol (39 ml) is added toluenesulfonic acid (25 mg). The reaction mixture is stirred at room temperature overnight, at which time potassium carbonate (1 g) is added. The reaction mixture is stirred an additional hour, and is then filtered. The solvent is removed in vacuo.

Workup

  1. additionis added
  2. filtrationis then filtered
  3. customThe solvent is removed in vacuo

Sources & evidence

ORD record
ord-8eafafa320e14713a36e85880e10d319
Source dataset
uspto-grants-2002_07
Patent number
US06413448B1

Reaction notes

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