Racemate of (3aS,4S,9bS)-4-(p-tolyl)-2,3,3a,9b-tetrahydro-4H-furo[3,2-c]chromene
DOI: 10.14469/hpc/4145 Metadata
Created: 2018-05-10 10:41
Last modified: 2019-02-05 16:48
License: Creative Commons: Public Domain Dedication 1.0
Funding: (none given)
Description
Trans diastereomer was obtained by employing MeSO3H (50 mol%) in toluene [0.2 M] with equimolar amounts of p-Me homoallylic alcohol and salicylaldehyde and allowing to the reaction to run for 5 hrs at room temperature (d.r= 5:1) with no stirring. N.B. This system was found to not be homogenous and so unsuitable for NMR analysis. The reaction was then quenched by addition of aq. NaHCO3 and diastereomers were separated by preparative TLC (20% diethyl ether in petroleum ether).
Files
| Filename | Size | Type | Description |
|---|---|---|---|
| 13C.zip | 340KB | application/zip | Bruker dataset for 13C |
| 13C.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 13C.zip |
| 1H.zip | 369KB | application/zip | Bruker dataset for 1H |
| 1H.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1H.zip |
| trans-pMe.cdxml | 11KB | chemical/x-cdxml | Chemdraw connection table |
| 1H+13C_annotated.mnova | 454KB | chemical/x-mnova | MestreNova Dataset |
| 1H+13C_annotated.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 1H+13C_annotated.mnova |
| IR.pdf | 9KB | application/pdf | IR |
| MS.pdf | 9KB | application/pdf | MS |
Member of collection / collaboration
| DOI | Description |
|---|---|
| 10.14469/hpc/4137 | FAIR data for (E)-6-((((E)-4-(4-methylphenyl)but-3-en-1-yl)oxy)methylene)cyclohexa-2,4-dien-1-one |
Subject Keywords
| Keyword | Value |
|---|---|
| inchi | InChI=1S/C18H18O2/c1-12-6-8-13(9-7-12)17-15-10-11-19-18(15)14-4-2-3-5-16(14)20-17/h2-9,15,17-18H,10-11H2,1H3/t15-,17-,18?/m1/s1 |
| inchikey | FZYYRCJDIDVUGK-KOFGWKMWSA-N |