Trimethyl orthoformate → HCID 11008070, compound

HRID 345209

Reaction equation

HRID 345209 reaction equation
[OH:1][CH2:2][C:3](C)([CH3:6])[CH:4]=O.[CH:8]([O:13][CH3:14])([O:11][CH3:12])OC.Cl.O1CCOCC1.O(C)[Na]>CO>[CH3:14][O:13][CH:8]([O:11][CH3:12])[C:3]([CH3:6])([CH3:4])[CH2:2][OH:1]

Participants

6

Reactant 4

HCID 9005Trimethyl orthoformateHCID 116993-Hydroxy-2,2-dimethylpropionaldehydeHCID 204431481,4-Dioxane hydrochlorideHCID 178418582HCID 178418582, compound

Product 1

HCID 11008070HCID 11008070, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 24.4 g (0.24 mol) of 3-hydroxy-2,2-dimethylpropanal (Aldrich), 26 g (0.25 mol) of trimethyl orthoformate, and 0.5 mL of 6.8 N HCl/dioxane in 300 mL of methanol was allowed to stand at room temperature overnight. A slight excess of NaOCH3 was added and the solvent evaporated at reduced pressure. The residue was dissolved in ether and the mixture filtered. After evaporation of solvent and fractionation twice through a 15 cm Vigreux column, the product was obtained as a water white oil, bp 43°-48°/0.2mm, 18.5 g (52%).

Workup

  1. customthe solvent evaporated at reduced pressure
  2. dissolutionThe residue was dissolved in ether
  3. filtrationthe mixture filtered
  4. customAfter evaporation of solvent and fractionation twice through a 15 cm Vigreux column
  5. customthe product was obtained as a water white oil, bp 43°-48°/0.2mm, 18.5 g (52%)

Sources & evidence

ORD record
ord-2c753e33e993440b831c89dc3bb7c67a
Source dataset
uspto-grants-1991_10
Patent number
US05055613

Linked notes

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