HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → Bromomethyl tricyclo[3.3.1.13,7]dec-1-yl ketone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1-Adamantanecarbonyl chloride | HCID 98915 | — |
| Product | Bromomethyl tricyclo[3.3.1.13,7]dec-1-yl ketone | HCID 197820 | 60% |
Reaction Steps
This was prepared following the method of Example 3A. The intermediate diazoketone was prepared from 1-adamantane carboxylic acid chloride (2.98 g, 15 mmol) and CH2N2 (generated from Diazald® 8.7 g, 40 mmol) and subsequently treated with a saturated solution of HBr in EtOAc. Flash chromatography on silica gel (eluant EtOAc:hexane fr 8:92) afforded the title compound as a pale brown mobile oil (2.30 g, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05688943 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-d5ed3019259542d8b2702d9679fde5f4 |
| Source note | uspto-grants-1997_11 |