Carbon Dioxide → Spiro[3.3]heptane-2-carboxylic acid

HRID 866391Notes

Reaction equation

HRID 866391 reaction equation
[CH2:1]1[C:4]2([CH2:7][CH2:6][CH2:5]2)[C:3](C(O)=O)(C(O)=O)[CH2:2]1.[C:14](=[O:16])=[O:15]>>[CH2:5]1[C:4]2([CH2:1][CH2:2][CH2:3]2)[CH2:7][CH:6]1[C:14]([OH:16])=[O:15]

Participants

3

Reactant 2

HCID 280Carbon DioxideHCID 20320787HCID 20320787, compound

Product 1

HCID 20320775Spiro[3.3]heptane-2-carboxylic acid

Conditions

Temperature
220 °C

Procedure

Crude spiro[3.3]heptane-3,3-dicarboxylic acid (8.3 g, 0.046 mole) was thermally decarboxylated by heating the material at 220° C for 30 min. Heating was discontinued when the evolution of carbon dioxide ceased. The mixture was cooled to yield 5.38 g of spiro[3.3]heptane-2-carboxylic acid.

Workup

  1. temperatureHeating
  2. temperatureThe mixture was cooled

Sources & evidence

ORD record
ord-ae9b00accb1144e8828b85ac0d775b31
Source dataset
uspto-grants-1978_07
Patent number
US04098823

Reaction notes

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