Neopentyl alcohol → tert.-butyl-methyl ether

HRID 1980620Notes

Reaction equation

HRID 1980620 reaction equation
[CH2:1]([OH:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[Na]>C1(C)C=CC=CC=1>[CH2:1]([O:6][CH2:1][C:2]([CH3:5])([CH3:4])[CH3:3])[C:2]([CH3:5])([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 6404Neopentyl alcoholHCID 5360545Sodium2×

Product 1

HCID 11744897tert.-butyl-methyl ether

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

Unfluorinated bis-neopentyl ether was synthesized by a method described by V. Gosh, J. Org. Chem. 37 No. 13, p.(1972). A brief summary of that process follows. 0.23 mole (20 g) of neopentyl alcohol (Aldrich Chemical Co., Milwaukee, WI) was dissolved in 150 ml of reagent grade toluene. A stoichiometric amount (5.3 g) of elemental sodium was added. The mixture was stirred and refluxed at a temperature slightly above the boiling point of toluene (109° C.) until all of the metallic sodium had been dissolved, according to the following reaction: ##STR7##

Workup

  1. dissolutionhad been dissolved
  2. customaccording to the following reaction

Sources & evidence

ORD record
ord-ac94a1cb510f4223806c38f13d6dadb4
Source dataset
uspto-grants-1985_04
Patent number
US04510335

Reaction notes

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