HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl chloroacetate → HCID 55288043, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl chloroacetate | HCID 7751 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | L-Valinol | HCID 640993 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 55288043 | HCID 55288043 | 67.2% |
Reaction Steps
To an ice-cold, stirred suspension of sodium hydride (2.59 g, 64.8 mmol) in toluene (90 mL) was added dropwise a solution of (S)-2-amino-3-methylbutan-1-ol (3 g, 29.1 mmol) in toluene (60 mL). The reaction was then warmed to room temperature and a solution of ethyl chloroacetate (3.56 g, 29.1 mmol) in toluene (16 mL) was added dropwise. The resulting mixture was heated to reflux for 20 h under nitrogen and then concentrated under vacuum. The residue was purified by flash chromatography to afford 2.8 g of product (MS: (M+H)=144.3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697739B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-470b20a384fb445c88e5363b5a6f05e1 |
| Source note | uspto-grants-2014_04 |