Sodium Hydroxide → 4-(6-Hydroxyhexyloxy)-4'-methoxybiphenyl

HRID 343638

Reaction equation

HRID 343638 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.Br[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][OH:23].[OH-].[Na+]>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][OH:23])=[CH:11][CH:10]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 14798Sodium Hydroxide2×HCID 779706-Bromo-1-hexanolHCID 110308394-Hydroxy-4'-methoxybiphenyl

Product 1

HCID 446303404-(6-Hydroxyhexyloxy)-4'-methoxybiphenylYield 76%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using 5 g (25 mmol) of 4-methoxy-4'-hydroxybiphenyl, 50 ml of ethanol, 4.52 g (25 mmol) of 6-bromo-1-hexanol and a NaOH aqueous solution (1.05 g (26.2 mmol) of NaOH/3 ml of water), synthetic treatment was carried out in the same manner as in Example 1. The obtained crystals were recrystallized from methanol to obtain 5.71 g (yield: 76%) of 4-methoxy-4'-(6-hydroxyhexyloxy)biphenyl (13) as colorless crystals.

Workup

  1. customThe obtained crystals were recrystallized from methanol

Sources & evidence

ORD record
ord-21e7484b81a640d3b68e7e6cfeafe85e
Source dataset
uspto-grants-1999_01
Patent number
US05861534

Linked notes

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