HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(1-(Tert-butoxycarbonyl)azetidin-3-yl)acetic acid → tert-Butyl 3-(2-hydroxyethyl)azetidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 | — |
Reaction Steps
A solution of 2-(1-(tert-butoxycarbonyl)azetidin-3-yl)acetic acid (1 g, 4.65 mmol) in tetrahydrofuran (5 ml) was cooled to 0° C. and treated with borane tetrahydrofuran complex (7.00 ml, 7 mmol) dropwise by syringe. After 1 hour at 0° C. the solution was allowed to warm to room temperature and stirred overnight and then it was quenched with 20 ml of 1M aqueous NaOH. The separated aqueous layer was extracted with ether (2×15 ml), dried with magnesium sulfate, filtered and concentrated to give the title compound which was used without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09302989B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-9fbf5ba5b8064b51addc6bd3b47c20e4 |
| Source note | uspto-grants-2016_04 |