Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Gamma-Butyrolactone | HCID 7302 | — |
| Reactant | 1,3-Propanediol | HCID 10442 | — |
| Reactant | Hydrogen iodide | HCID 24841 | — |
| Reactant | 3-Iodo-1-propanol | HCID 69390 | — |
| Reactant | Propanediol | HCID 134919 | — |
| Reactant | HCID 178418416 | HCID 178418416 | — |
| Solvent | Water | HCID 962 | — |
| Product | Glutaric Acid | HCID 743 | — |
Reaction Steps
A solution containing 2 mls 1,3-propanediol, 15 mls water, 3 mls of 57% hydriodic acid and 0.1 g RhCl3.XH2O were placed in an autoclave, pressurized with 1200 psi of carbon monoxide, and heated with shaking at 175° C. for 6 hours. Analysis indicated the presence of 7.8 millimoles of gamma-butyrolactones (28.2% conversion based on the propanediol introduced). Unreacted propanediol and 3-hydroxypropyliodide were also present. The solution was returned to the autoclave, pressurized with 1100 psi of carbon monoxide and heated with shaking at 175° C. for 6 hours more. The product now contained 15.1 millimoles of gamma-butyrolactone (54.4% conversion), but some 3-hydroxypropyliodide was also present. No glutaric acid was formed.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04069232 |
|---|
| Source dataset | uspto-grants-1978_01 |
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| ORD ID | ord-bf0a1a14f5734e3eb9ffed35886f76e3 |
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| Source note | uspto-grants-1978_01 |
|---|
