HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → 5,5-Dimethyl-1-iodo-trans-octen-3-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Trimethylamine oxide | HCID 1145 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Bis(1,2-dimethylpropyl)borane | HCID 192733 | — |
| Reactant | 5,5-Dimethyl-3-tetrahydropyranyloxy-1-octyne | HCID 53889730 | — |
| Reactant | Tetrahydrofuranacetic acid water | HCID 86732972 | — |
| Solvent | Diglyme | HCID 8150 | — |
| Product | 5,5-Dimethyl-1-iodo-trans-octen-3-ol | HCID 20465606 | — |
Reaction Steps
Treatment of 23.8 g. (0.100 mole) of 5,5-dimethyl-3-tetrahydropyranyloxy-1-octyne (Example 999) successively with 233 ml. of 0.43 M disiamylborane in diglyme, 22.5 g. of trimethylamine oxide, 150 ml. of 1 N sodium hydroxide, 25.4 g. of iodine, and 900 ml. of 3:1:1 tetrahydrofuranacetic acid-water as described in Example 996 gives the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04060540 |
| Source dataset | uspto-grants-1977_11 |
| ORD ID | ord-7a8ed9186f1e4dfb912e73066bb9b438 |
| Source note | uspto-grants-1977_11 |