HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Formaldehyde → 4-(1-Triisopropylsilanyl-1H-pyrrol-3-ylmethyl)-morpholine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Formaldehyde | HCID 712 | — |
| Edukt | Morpholine | HCID 8083 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | N-Triisopropylsilylpyrrole | HCID 145136 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 4-(1-Triisopropylsilanyl-1H-pyrrol-3-ylmethyl)-morpholine | HCID 66636760 | — |
Reaktionsschritte
To a solution of morpholine (98.5 mmoles) in acetic acid (100 ml) at 0° C. there are added 1-triisopropylsilanyl-1H-pyrrole (89.5 mmoles) and formaldehyde (89.5 mmoles) 37% in water. The reaction mixture is stirred overnight at ambient temperature. The solution is brought to alkaline pH (10-12) using 20% aqueous NaOH solution and is then extracted with DCM. The organic phase is washed with water and with saturated aqueous NaCl solution, dried over sodium sulphate, filtered and evaporated to dryness. The residue obtained is purified by flash chromatography on silica gel (SiO2; gradient DCM/AcOEt) to yield the title product, which is used directly in the next Step.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08541412B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-527cde2e44c9430e8916c02c1c54676e |
| Quellennotiz | uspto-grants-2013_09 |