HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → tert-Butyl 3-(2-hydroxyethyl)azetidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diboron | HCID 6328200 | — |
| Reactant | 2-(1-(Tert-butoxycarbonyl)azetidin-3-yl)acetic acid | HCID 11095989 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-Butyl 3-(2-hydroxyethyl)azetidine-1-carboxylate | HCID 22594530 | 100% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
2-(1-(tert-Butoxycarbonyl)azetidin-3-yl)acetic acid (3.91 g) was dissolved in THF (18.17 ml) and cooled to 0° C. Diborane (1M in THF, 54.5 ml) was added dropwise and the reaction stirred for one hour. Water was added dropwise to quench unreacted borane and the mixture diluted with EtOAc (150 mL) and washed with water (100 mL). Organics were dried over sodium sulphate and solvent evaporated under reduced pressure to afford tert-butyl 3-(2-hydroxyethyl)azetidine-1-carboxylate (100% yield) as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115126B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-06fdfbde5d754866b757344ea8fa4ef1 |
| Source note | uspto-grants-2015_08 |