Methanol → HCID 13050510, compound

HRID 1703358Notes

Reaction equation

HRID 1703358 reaction equation
[CH3:1][O:2][C:3]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:4]=1[OH:5].[CH3:11][O-:12].[Na+].Br[CH2:15][CH2:16][CH2:17][C:18]([CH3:24])([CH3:23])[C:19]([O:21][CH3:22])=[O:20].[CH3:25][OH:26]>>[CH3:1][O:2][C:3]1[CH:9]=[C:8]([O:10][CH2:15][CH2:16][CH2:17][C:18]([CH3:24])([CH3:23])[C:19]([O:21][CH3:22])=[O:20])[CH:7]=[CH:6][C:4]=1[O:5][CH2:15][CH2:16][CH2:17][C:18]([CH3:23])([CH3:19])[C:11]([O:26][CH3:25])=[O:12]

Participants

5

Reactant 4

HCID 887MethanolHCID 699882-Methoxybenzene-1,4-diolHCID 10942334Sodium MethoxideHCID 13050502Methyl 5-bromo-2,2-dimethylpentanoate

Product 1

HCID 13050510HCID 13050510, compound

Procedure

A solution of 3.5 g of 2-methoxyhydroquinone in 35 ml of methanol is stirred with 3.0 g of sodium methoxide for thirty minutes. 12.3 g of methyl 5-bromo-2,2-dimethylpentanoate is added and the mixture is refluxed for 24 hours. Methanol is removed under reduced pressure and the residue is poured into water. An oil separates, which is extracted with ether and the ether extract is washed with water, dried over anhydrous magnesium sulfate and the ether is evaporated. The residue is purified by distillation yielding the product, dimethyl 5,5'-[(2-methoxy-1,4-phenylene)bis(oxy)]bis[2,2-dimethylpentanoate] b.p. 200° C. at 0.2 mm of Hg; yield 6.6 g.

Workup

  1. temperaturethe mixture is refluxed for 24 hours
  2. customMethanol is removed under reduced pressure
  3. additionthe residue is poured into water
  4. extractionAn oil separates, which is extracted with ether
  5. extractionthe ether extract
  6. washis washed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customthe ether is evaporated
  9. distillationThe residue is purified by distillation

Sources & evidence

ORD record
ord-1da2c02cdc67443f8e669c8a64b5bdd0
Source dataset
uspto-grants-1982_09
Patent number
US04351950

Reaction notes

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