HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (1,4-Dioxa-spiro[4.5]dec-8-yl)-carbamoyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,4-Dioxaspiro[4.5]decan-8-amine | HCID 14634315 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1,4-Dioxa-spiro[4.5]dec-8-yl)-carbamoyl chloride | HCID 22325328 | — |
Reaction Steps
Dissolve 1,4-dioxaspiro[4.5]decan-8-amine (785 mg, 0.005 mol; see Liebigs (1990) Ann. chem. 8:781-7) in CH2Cl2 and then add H2O (20 mL) followed by saturated NaHCO3 solution (50 mL). Add a toluene solution of phosgene (20% solution, 5 mL) to the reaction mixture and stir at room temperature for 1 hour. Dry the CH2Cl2 layer (Na2SO4) and concentrate under reduced pressure. Dissolve the resulting oil in dry toluene to produce a stock solution (˜0.2 M) of (1,4-dioxa-spiro[4.5]dec-8-yl)-carbamoyl chloride. B. 1′-(1,4-dioxa-spiro[4.5]dec-8-yl-carbamoyl)-spiro[isobenzofuran-1,4′-piperidin]-3-one
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06943199B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-4ef2385c980f4d19bb480180335494d7 |
| Source note | uspto-grants-2005_09 |