HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron trifluoride etherate → HCID 68724788, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | HCID 68724110 | HCID 68724110 | — |
| Reactant | HCID 68725689 | HCID 68725689 | — |
| Reactant | HCID 68725948 | HCID 68725948 | — |
| Reactant | HCID 68726408 | HCID 68726408 | — |
| Reactant | HCID 86647586 | HCID 86647586 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68724788 | HCID 68724788 | — |
Reaction Steps
Prepared from ethyl 7-methylspiro[4.5]dec-7-ene-6-carboxylate (prepared as described in Example 14), as described for the preparation of methyl 7-methylspiro[4.5]dec-6-ene-6-carboxylate from methyl 7-methylspiro[4.5]dec-7-ene-6-carboxylate (Example 26), via crude ethyl 1-methyl-7-oxaspiro[bicyclo[4.1.0]heptane-3,1′-cyclopentane]-2-carboxylate (MCPBA, CH2Cl2), transformed into crude ethyl 8-hydroxy-7-methylspiro[4.5]dec-6-ene-6-carboxylate (NaOEt, reflux, 4 h) that was reduced using triethylsilane and BF3.OEt2 in dichloromethane (64% overall yield after FC (400 g SiO2, hexane/MTBE 40:1)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012391B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-a99b6c4e8cc8437abf731d48127ebb8c |
| Source note | uspto-grants-2015_04 |