Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Hydroxylamine sulfate | HCID 24846 | — |
| Product | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 131726957 | HCID 131726957 | — |
Reaction Steps
An aqueous solution of 1800 g of hydroxylammonium sulfate solution (25% strength) is made up (=5.39 mol of hydroxylamine). 79.0 g of moist hydrogenation catalyst are added thereto. The free sulfuric acid in the solution is partly neutralized by means of 36.7 g of 50% strength sodium hydroxide solution (=0.458 mol) over a period of 2 minutes. While stirring, the mixture is thermostated to 50° C. and 477.9 g (4.87 mol) of cyclohexanone are introduced over a period of 30 minutes by means of a Desaga pump. The reactor is flushed and the hydrogenation is commenced with vigorous stirring. The hydrogen is introduced via the sparging tube during the entire time. After 100% of theory of H2 have been reached, 167 g (2.88 mol) of acetone are fed in at 50° C. Hydrogenation is subsequently continued. Finally, CIPHAS is confirmed as main product. The free hydroxylamine derivative can be obtained by reaction with sodium hydroxide. A work-up is not carried out.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07396959B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-94b626dc3dfb46ddbdf1dab1592e8bda |
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| Source note | uspto-grants-2008_07 |
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