Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | O-Xylene | HCID 7237 | — |
| Reactant | Acrylonitrile | HCID 7855 | — |
| Reactant | HCID 86741177 | HCID 86741177 | — |
| Catalyst | Cupric bis(2-ethylhexanoate) | HCID 94139 | — |
| Product | HCID 21427949 | HCID 21427949 | 89% |
Reaction Steps
A solution of 80.7 g of acrylonitrile and 5.3 g of copper(II) 2-ethylhexanoate in 250 g or o-xylene was heated to the boil (97° C.), after which 151.5 g of 99% pure alpha-nonylacrolein oxime were added dropwise in the course of 15 minutes, the temperature increasing to 115° C. during the addition. When the addition was complete, refluxing was continued for a further 10 minutes, after which the reaction mixture was cooled to -8° C. and the precipitated acrylamide was filtered off under suction. Fractional distillation of the mother liquor gave 121 g (89%) of alpha-nonylacrylonitrile of boiling point 122°-124° C./ 12 mbar.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04686302 |
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| Source dataset | uspto-grants-1987_08 |
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| ORD ID | ord-5cc48f0a138a4dc4bcee162880e6a771 |
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| Source note | uspto-grants-1987_08 |
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