Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Bromobenzaldehyde | HCID 70741 | — |
| Reactant | Sodium Bisulfite | HCID 23665763 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 5050621 | HCID 5050621 | 98.5% |
Reaction Steps
A solution of 78.1 parts of sodium hydrogen sulfite in 400 parts of water was stirred for 15 min at 20° C. under a nitrogen atmosphere. After cooling to -5° C., there were added portionwise 100 parts of 4-bromobenzaldehyde and stirring was continued for 20 min at 10° C. Next there were added portionwise 65.3 parts of morpholine and, after stirring for 15 min, a solution of 26.9 parts of sodium cyanide in 90 parts of water. The mixture was stirred for 22 hours at 50° C. and was then treated with 8.7 parts of a sodium hydroxide solution 50%. The product was filtered off, washed with water and dried in vacuo at 50° C., yielding 138.5 parts (98.5%) of α(4-bromophenyl)-4-morpholineacetonitrile (interm. 44).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05043327 |
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| Source dataset | uspto-grants-1991_08 |
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| ORD ID | ord-41b0e6c12f154446955316ba86c870b3 |
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| Source note | uspto-grants-1991_08 |
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