| dc.contributor.author | Nelson, David | en_US |
| dc.contributor.author | Worman, James | en_US |
| dc.contributor.author | Keen, Brian | en_US |
| dc.date.accessioned | 2006-07-19T19:54:02Z | en_US |
| dc.date.available | 2006-07-19T19:54:02Z | en_US |
| dc.date.issued | 1971-11-05 | en_US |
| dc.identifier.citation | The Journal of Organic Chemistry 36N22 (1971) 3361-3365 | en_US |
| dc.identifier.issn | 1520-6904 | en_US |
| dc.identifier.uri | http://hdl.handle.net/1850/2212 | en_US |
| dc.description.abstract | Treatment of cis-1,5-diphenyl-3,7-dihydroxyoctahydro-1,5-diazocine (1) with phosphorus tribromide yielded a mixture of cis-2,6-bis(bromomethyl)-1,4-diphenylpiperazine (4) and cis-2,5-bis(bromomethyl)-1,4-diphenylpiperazine ( 5 ). The structures of 4 and 5 were confirmed by conversion to the corresponding dimethyl-1,4- diphanylpiperazines (6 and 7) by lithium aluminum hydride. Compounds 6 and 7 were synthesized from cis-2,6- and cis-2,6-dimethylpiperazines. Both 4 and 5 on treatment with magnesium in tetrahydrofuran were converted to 2,5-diphenyl-2,5-diazabicyclo[2.2.2]octane (8). The interconversion of 4 and 5 is discussed. | en_US |
| dc.description.sponsorship | This research mas supported, in part, by Public Health Service Grant GM-13117. | en_US |
| dc.format.extent | 31371 bytes | en_US |
| dc.format.mimetype | application/pdf | en_US |
| dc.language.iso | en_US | en_US |
| dc.publisher | The American Chemical Society: The Journal of Organic Chemistry | en_US |
| dc.title | Synthesis of 2,5- and 2,6-bis(bromomethyl)-1,4-diphenylpiperazines and their conversion into 2,5-diphenyl-2,5-diazabicyclo[2.2.2]octane | en_US |
| dc.type | Abstract | en_US |
| dc.subject.keyword | Chemical synthesis | en_US |
| dc.subject.keyword | Interconversion | en_US |
| dc.subject.keyword | Stereochemistry | en_US |
| dc.identifier.url | http://dx.doi.org/10.1021/jo00821a020 | |
