HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 66973552, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chlorobutanoyl chloride | HCID 139053 | — |
| Reactant | (R)-2-Amino-2-(3,5-difluorophenyl)ethanol | HCID 66513514 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66973552 | HCID 66973552 | — |
Reaction Steps
To a solution of (2R)-2-amino-2-(3,5-difluorophenyl)ethanol (2.60 g, 15.0 mmol, described in Intermediate 10) and triethylamine (4.19 mL, 30.0 mmol) in CH2Cl2 (150 mL) at 0° C. was slowly added 2-chlorobutyryl chloride (1.71 mL, 15.0 mmol). After 60 min, the reaction mixture was quenched with saturated aqueous NaHCO3 (40 mL) and extracted with CH2Cl2 (2×100 mL). The combined organic extracts were dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was purified by silica gel chromatography, eluting with a gradient of hexane:EtOAc-70:30 to 0:100, to give the title compound. MS: m/z=278 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625901B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-f721971dad4d435ab4271ab286b44da5 |
| Source note | uspto-grants-2009_12 |