HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanone → 3,4-dihydro-6-(1,1-dimethylethyl)-8-iodospiro[2H-1,3-benzoxazine-2,1'-cyclohexane]
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | 2-Aminomethyl-4-t-butyl-6-iodophenol | HCID 119286 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3,4-dihydro-6-(1,1-dimethylethyl)-8-iodospiro[2H-1,3-benzoxazine-2,1'-cyclohexane] | HCID 12857892 | 72.7% |
Reaction Steps
A mixture of 2-aminomethyl-4-(1,1-dimethylethyl)-6-iodophenol (1.5 g., 0.005 mole), cyclohexanone (0.5 g., 0.005 mole), and magnesium sulfate (0.5 g.) in tetrahydrofurane (50 ml.) is kept under nitrogen at 20°-25° C., for 16 hours. The magnesium sulfate is removed and the filtrate evaporated to dryness. The residue is crystallized from ethanol to obtain 3,4-dihydro-6-(1,1-dimethylethyl)-8-iodospiro[2H-1,3-benzoxazine-2,1'-cyclohexane] (1.4 g.), m.p. 112°-114° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04092414 |
| Source dataset | uspto-grants-1978_05 |
| ORD ID | ord-5aea0e76281a433ea39b979896e6e638 |
| Source note | uspto-grants-1978_05 |