HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1505919Generated: October 31, 2026
Formaldehyde → 3-(4-Bromo-phenyl)-1-methyl-piperidin-3-ol
https://huagongshe.com/reaction/1505919
Participants
| Role | Name | HCID | Charge |
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| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Tert-butyl 3-(4-bromophenyl)-3-hydroxypiperidine-1-carboxylate | HCID 58266476 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | 3-(4-Bromo-phenyl)-1-methyl-piperidin-3-ol | HCID 58266478 | 93% |
Reaction Steps
A mixture of 3-(4-bromo-phenyl)-3-hydroxypiperidine-1-carboxylic acid tert-butyl ester (1.39 g, 3.9 mmol), formic acid (18.4 mL) and formaldehyde (1.6 mL) was heated under microwave irradiation at 150° C. for 5 minutes. The cooled reaction mixture was loaded onto a 70 g SCX-2 cartridge which was washed with methanol (200 mL) and then eluted with 2N ammonia in methanol (200 mL). Concentration of the combined basic fractions in vacuo afforded the title compound (978 mg, 93%) as a brown oil. LCMS (Method B): RT=1.84 min, M+H+=270.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09216980B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-397ea370f54244a7a0c090408496f1e3 |
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| Source note | uspto-grants-2015_12 |
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