Sodium Hydroxide → 6-(11-Hydroxy-1-oxoundecyl)-2,3-dimethoxy-5-methylphenol

HRID 2412838Notes

Reaction equation

HRID 2412838 reaction equation
[OH-].[Na+].C([O:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([C:19]1[C:24]([OH:25])=[C:23]([O:26][CH3:27])[C:22]([O:28][CH3:29])=[CH:21][C:20]=1[CH3:30])=[O:18])(=O)C>CO>[OH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([C:19]1[C:24]([OH:25])=[C:23]([O:26][CH3:27])[C:22]([O:28][CH3:29])=[CH:21][C:20]=1[CH3:30])=[O:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 204311686-(11-Acetoxy-1-oxoundecyl)-2,3-dimethoxy-5-methylphenol

Product 1

HCID 132762366-(11-Hydroxy-1-oxoundecyl)-2,3-dimethoxy-5-methylphenolYield 98.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium hydroxide (7 g) is added to a solution of 6-(11-acetoxy-1-oxoundecyl)-2,3-dimethoxy-5-methylphenol (34 g) in methanol (300 ml) and the mixture is stirred at room temperature for 2 hours. To the reaction mixture is neutralized with 5N--HCl and the solvent is distilled off, whereupon crude crystals are obtained. These crystals are rinsed with water and recrystallized from ether-hexane (1:1). The above procedure yields colorless needles of 6-(11-hydroxy-1-oxoundecyl)-2,3-dimethoxy-5-methylphenol (30 g), m.p. 81° C.

Workup

  1. distillationHCl and the solvent is distilled off
  2. customwhereupon crude crystals are obtained
  3. washThese crystals are rinsed with water
  4. customrecrystallized from ether-hexane (1:1)

Sources & evidence

ORD record
ord-2dd470078ead4e169b14a2cf64476560
Source dataset
uspto-grants-1985_01
Patent number
US04495104

Reaction notes

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