HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetyl chloride → HCID 40719601, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (2S,3S)-2-Amino-3-methyl-1-pentanol | HCID 2724027 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 40719601 | HCID 40719601 | 106.3% |
Reaction Conditions
| Temperature | -20 °C |
|---|
Reaction Steps
To a stirred solution of L-isoleucinol (20 g, 0.17 mol) and triethylamine (28.56 ml, 0.204 mol) in CH2Cl2 (500 ml) at -78° C. was added chloroacetyl chloride (16.3 ml, 0.204 mol) over 5 minutes. The cooling bath was removed and the solution allowed to warm to -20° C. The mixture was diluted with EtOAc and washed sequentially with 1M HCl, and brine and dried (Na2SO4). Evaporation in vacuo afforded the amide title compound (35 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05576293 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-d626d316f7f34896b09aea10b14314d3 |
| Source note | uspto-grants-1996_11 |