HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 21260480, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1-Bromo-4-phenylmethoxybenzene | HCID 138835 | — |
| Reactant | 1,4-Dioxaspiro[4.5]decan-8-one | HCID 567415 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21260480 | HCID 21260480 | 80.3% |
Reaction Steps
To a solution of the Grignard reagent prepared from Magnesium turnings (2.33 g, 96 mmol) and 4-benzyloxybromobenzene (25 g, 95 mmol) in THF (150 ml), 1,4-Cyclohexanedione monoethylene ketal (10 g, 64 mmol) in THF (150 ml) was added. After completeion of the reaction, the solution was added to 200 ml of aq. NH4Cl and extracted with CH2Cl2. Drying and evaporation of the organic layer gave a residue which was crystallised from AcOEt-hexane to give 8-(4-benzyloxy-phenyl)-1,4-dioxa-spiro[4.5]decan-8-ol (17.5 g, 54%, MS: m/e=340 (M+)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06184236B2 |
| Source dataset | uspto-grants-2001_02 |
| ORD ID | ord-58f98b68227a415fa47aa9b299ae6e2a |
| Source note | uspto-grants-2001_02 |