Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dibromomethane | HCID 3024 | — |
| Reactant | BROMINE CHLORIDE (BrCl) | HCID 61697 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Product | 3-Bromobenzaldehyde | HCID 76583 | 85% |
Reaction Steps
Charge 0.8 molar proportion of dibromomethane and 1.3 molar proportions of anhydrous aluminum chloride to a suitable reaction vessel. Add one molar proportion of benzaldehyde to the resultant slurry with agitation over a period of one hour at 40°-50° C. After completing the addition of the benzaldehyde, add one molar proportion of bromine chloride over a period of 4-5 hours while continuing agitation and maintaining the pot temperature at 50°-70° C. Continue agitation for an additional hour at 60°-70° C. Transfer the reaction mass to a flask containing dilute hydrochloric acid, separate the organic, and recover the solvent by distillation. The process results in the formation of 3-bromobenzaldehyde which is isolated in an 85% yield (99+% purity) by vacuum distillation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04585898 |
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| Source dataset | uspto-grants-1986_04 |
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| ORD ID | ord-c15aa9f8d1514d8abfa83687da406281 |
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| Source note | uspto-grants-1986_04 |
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