Carbon Dioxide → Oxane-4-carboxylic acid

HRID 1350107Notes

Reaction equation

HRID 1350107 reaction equation
[O:1]1[CH2:6][CH2:5][C:4](C(O)=O)([C:7]([OH:9])=[O:8])[CH2:3][CH2:2]1.C(=O)=O>>[O:1]1[CH2:6][CH2:5][CH:4]([C:7]([OH:9])=[O:8])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 280Carbon DioxideHCID 219303Dihydro-2H-pyran-4,4(3H)-dicarboxylic acid

Product 1

HCID 219302Oxane-4-carboxylic acidYield 71.8%

Conditions

Temperature
180 °C

Procedure

Oxane-4,4-dicarboxylic acid was taken in a round bottom flask fitted with a reflux condenser and was gradually heated to 180° C. When evolution of carbon dioxide decreased, the reaction was allowed to cool to room temperature. The monoacid thus obtained was purified by distillation (160–165° C. at 22 mm Hg) to yield oxane-4-carboxylic acid (16.1 g, 71.8% yield).

Workup

  1. customfitted with a reflux condenser
  2. temperatureto cool to room temperature
  3. customThe monoacid thus obtained
  4. distillationwas purified by distillation (160–165° C. at 22 mm Hg)

Sources & evidence

ORD record
ord-72026ce7c23b41be95771ccba62a5b50
Source dataset
uspto-grants-2007_05
Patent number
US07214686B2

Reaction notes

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