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 154) successively with 233 mg. of 0.43M disiamylborane in diglyme, 22.5 g. of trimethylamine oxide, 150 ml. of 1N sodium hydroxide, 25.4 g. of iodine, and 900 ml. of 3:1:1 tetrahydrofuran-acetic acid-water as described in Example 151 gives the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04236027 |
| Source dataset | uspto-grants-1980_11 |
| ORD ID | ord-659265b1752e4f169bc2cc6c9755395b |
| Source note | uspto-grants-1980_11 |