HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-(Hydroxymethyl)indolizin-8-yl trifluoromethanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Ethyl 8-(((trifluoromethyl)sulfonyl)oxy)indolizine-5-carboxylate | HCID 86685512 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-(Hydroxymethyl)indolizin-8-yl trifluoromethanesulfonate | HCID 86685511 | 190.3% |
Reaction Steps
To a solution of ethyl 8-(((trifluoromethyl)sulfonyl)oxy)indolizine-5-carboxylate (30 g, 89 mmol) in MeOH (300 mL) was added NaBH4 (13.5 g, 0.356 mol) at 0° C. under N2. The reaction mixture was stirred at rt overnight. After the completion, to the reaction was added water, extracted with EtOAc, washed with brine, dried and concentrated to give the desired product 5-(hydroxymethyl)indolizin-8-yl trifluoromethanesulfonate (50 g, crude).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546357B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-27b9d756532b4dba9f5828f137753c32 |
| Source note | uspto-grants-2013_10 |