Diethyl Carbonate → HCID 19767497, compound

HRID 1590598Notes

Reaction equation

HRID 1590598 reaction equation
[CH:1]1([C:5]([CH2:10][OH:11])([CH2:8]O)[CH2:6][OH:7])[CH2:4][CH2:3][CH2:2]1.C(=O)(OCC)OCC.[OH-].[K+]>>[CH:1]1([C:5]2([CH2:6][OH:7])[CH2:8][O:11][CH2:10]2)[CH2:2][CH2:3][CH2:4]1

Participants

4

Reactant 3

HCID 7766Diethyl CarbonateHCID 14797Potassium HydroxideHCID 19767504HCID 19767504, compound

Product 1

HCID 19767497HCID 19767497, compound

Procedure

A mixture of 2-cyclobutyl-2-hydroxymethylpropane-1,3-diol (6.7 g, 42 mmol), diethyl carbonate (5.5 g, 46 mmol) and potassium hydroxide (0.1 g in 5 ml dry ethanol) was heated to reflux under nitrogen for 15 minutes. Ethanol was then distilled off at atmospheric pressure and the residue distilled under reduced pressure. 3-Cyclobutyl-3-hydroxymethyloxetane was obtained as a colourless liquid (4.3 g, 73%) bp 130°-160° C. at 30 mm Hg.

Workup

  1. temperaturewas heated
  2. temperatureto reflux under nitrogen for 15 minutes
  3. distillationEthanol was then distilled off at atmospheric pressure
  4. distillationthe residue distilled under reduced pressure

Sources & evidence

ORD record
ord-e49cfb8133a24f3cbde3ee210ba874ac
Source dataset
uspto-grants-1993_04
Patent number
US05204333

Reaction notes

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