HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1854170Generated: November 2, 2026
Hydrochloric Acid → 3-Bromo-5-tert-butyl-2-hydroxybenzaldehyde
https://huagongshe.com/reaction/1854170
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Hexamethylenetetramine | HCID 4101 | — |
| Reactant | 2-Bromo-4-tert-butylphenol | HCID 75147 | — |
| Reactant | 8-bromo-3,6-di-tert-butyl-3,4-dihydro-2H-benzo[e][1,3]oxazine | HCID 86718559 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 3-Bromo-5-tert-butyl-2-hydroxybenzaldehyde | HCID 7172096 | 88% |
Reaction Steps
A mixture of 2-bromo-4-(tert-butyl)phenol [Intermediate 1, Step 1] (6.87 g, 30 mmol) and hexamethylenetetramine (20 g, 143 mmol) in trifluoroacetic acid (60 mL) was heated at 90° C. under nitrogen for 22 hours. The hot reaction mixture was poured into 1M aqueous hydrochloric acid (200 mL) and the mixture stirred vigorously for 6 hours. The resulting suspension was filtered to give 3-bromo-5-(tert-butyl)-2-hydroxybenzaldehyde (6.79 g, 88% yield) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08962657B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-a08a702917924f8096b1692cacea46b2 |
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| Source note | uspto-grants-2015_02 |
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