HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 53943221, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | O-(Tetrahydropyran-2-yl)hydroxylamine | HCID 5142091 | — |
| Reactant | HCID 53655744 | HCID 53655744 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53943221 | HCID 53943221 | 55% |
Reaction Steps
(2R,3R)-2-(2-Methyl-1-propyl)-3-hydroxybutanoic acid (6.6 g, 41.2 mmol) and 5.3 g (45.3 mmol) of 2-tetrahydropyranyloxyamine are stirred in 60 mL of dichloromethane as 8.7 g (45.3 mmol) of EDC is added. After 4 h at 25° C. the reaction mixture is partitioned between 1 N aqueous hydrochloric acid and dichloromethane and the organics are washed with saturated aqueous sodium bicarbonate. The organics are dried over magnesium sulfate and concentrated under reduced pressure to afford 5.9 g (55%) of (2R,3R)-2-(2-methyl-1-propyl)-3-hydroxyhexanoic acid 2-tetrahydropyranyloxyamide as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06191150B1 |
| Source dataset | uspto-grants-2001_02 |
| ORD ID | ord-63eb5a1fe05f4b91a5a7e06d18d8eb55 |
| Source note | uspto-grants-2001_02 |