HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1644375Generated: October 30, 2026
2-Bromoethanol → Tert-butyl[3-(2-hydroxyethyl)-3-azabicyclo[3.1.0]hex-6-yl]carbamate
https://huagongshe.com/reaction/1644375
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | 6-(BOC-amino)-3-azabicyclo[3.1.0]hexane | HCID 11148308 | — |
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Tert-butyl[3-(2-hydroxyethyl)-3-azabicyclo[3.1.0]hex-6-yl]carbamate | HCID 86642627 | 46% |
Reaction Steps
A mixture of tert-butyl 3-azabicyclo[3.1.0]hex-6-ylcarbamate (T. F. Braish et al. Synlett, 1996, page 1100 and T. Norris et al. J. Chem. Soc. Perkin I, 2000, page 1615-1622), 2-bromoethanol (669 mg, 3.36 mmol) and N,N-ethyldiisopropyl amine (0.087 mL) in acetonitrile (9 mL) was heated in the microwave at 70° C. for 30 minutes. Chromatography on silica gel with chloroform/methanol (20:1) gave 376 mg (46%) of the product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08124602B2 |
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| Source dataset | uspto-grants-2012_02 |
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| ORD ID | ord-41900670103e4f5bacf93b818f5a7535 |
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| Source note | uspto-grants-2012_02 |
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