HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butanoic acid, 4,4-difluoro-3-oxo-, ethyl ester → 145374-00-1
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butanoic acid, 4,4-difluoro-3-oxo-, ethyl ester | HCID 67697 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 145374-00-1 | HCID 14383477 | 76% |
Reaction Steps
To a cooled solution of ethyl 4,4-difluoro-3-oxobutanoate (5.0 g, 30.1 mmol) in toluene (150 mL) was added NaBH4 (1.26 g, 33.1 mmol) at 0° C. The mixture was then stirred at RT for 4.5 hours. The reaction was quenched with aqueous HCl (10%) carefully. The separated aqueous phase was extracted with EtOAc (20 mL×2). The combined organic phases were dried over Na2SO4, and then filtered and then concentrated in vacuo to give the crude ethyl 4,4-difluoro-3-hydroxybutanoate as colorless oil (3.8 g, yield: 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206191B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-97ca5058bc67413a9c80f207c9d18b94 |
| Source note | uspto-grants-2015_12 |