Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Isobutyraldehyde | HCID 6561 | — |
| Reactant | 2-Pyrrolidone | HCID 12025 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 86658509 | HCID 86658509 | — |
Reaction Steps
In a round-bottom flask with a mounted reflux condenser and under nitrogen atmosphere, 40.0 g (0.48 mol) of 2-pyrrolidinone, 39.2 g (0.48 mol) of 36% aqueous formaldehyde, and 37.3 g (0.52 mol) of isobutyraldehyde were introduced while being stirred vigorously, mixed with 10.0 g of concentrated hydrochloric acid, whereby the mixture vigorously boiled up. After boiling had subsided, the mixture was heated to boiling in an oil bath (100° C.), and was kept boiling overnight. The clear, yellow reaction mixture was neutralized with 2N NaOH, extracted twice with ethyl acetate, the combined organic phases were washed with brine, dried on MgSO4, and completely concentrated by evaporation in a rotary evaporator. The dark-yellow oil that was obtained was fractionated in a vacuum. The product distilled at an overhead temperature of 71° C. and a pressure of 2·10−2 mbar. Yield: 14.8 g (19% of theory) of a colorless and almost odorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08157950B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-57902c378f514103a0e88276efef7859 |
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| Source note | uspto-grants-2012_04 |
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