HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 86747888, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | 1-Hydroxy-6,6-dimethyl-3-pentyl-6a,7,10,10a-tetrahydro-6H-dibenzo[b,d]pyran-9-carboxylic acid | HCID 162389 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86747888 | HCID 86747888 | — |
Reaction Steps
In an alternate approach, 2 equivalents of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC-HCl) as the coupling reagent in the reaction of (XI) were mixed with 1.5 equivalents of N-hydroxysuccinimide in CH2Cl2 at reflux for 24 h. Dilution of the resulting reaction mixture with EtOAc, washing with water, saturated NaHCO3, saturated NaCl, drying over Na2SO4 and evaporation in vacuo then gave a gum. This was subjected to chromatography on silica, eluting with EtOAc-hexanes (1:1) to give (XII) as an off-white foam, [α]D -208° (CHCl3), (M+H)+ (FAB) 442.2260 (Calc 442.2230).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05315015 |
| Source dataset | uspto-grants-1994_05 |
| ORD ID | ord-2a054a73a7e94eda9a1f05d122b4f5fa |
| Source note | uspto-grants-1994_05 |