HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Hydrochloric Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | (2R,4R)-4-amino-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester | HCID 67969400 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | Hydrochloric Acid | HCID 313 | — |
| Product | (2R,4R)-4-Amino-5-biphenyl-4-yl-2-hydroxypentanoic Acid Butyl Ester | HCID 67969306 | — |
Reaction Steps
1-Butanol (40 mL, 400 mmol) was cooled in an ice bath and acetyl chloride was added dropwise until a concentration of 4N HCl was achieved. The mixture was warmed to room temperature. (2R,4R)-4-amino-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester (HCl salt; 250 mg, 710 μmol) was added to the acidified butanol (15 mL) and the mixture was capped and heated to 80° C. for 3 hours. The resulting product was dried under vacuum to yield the title compound as a white/orange flaky solid HCl salt (220 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120747B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-0e49683d7db0464fba8e93e71cafbc9d |
| Source note | uspto-grants-2015_09 |