DOI: 10.14469/hpc/4144 Metadata

Created: 2018-05-10 10:28

Last modified: 2019-02-05 16:48

Author: Henry Rzepa

License: Creative Commons: Public Domain Dedication 1.0

Funding: (none given)

Description

In a vial, a stock solution of CSA (13.8 mg, 0.06 mmol) was made in chloroform-d (1.05 mL) and HFIP (0.15 mL). To this was added salicylaldehyde (13.3 µL, 0.13 mmol). From this stock solution 0.6 mL was taken out and transferred into and NMR tube containing the -pMe homoallylic alcohol (0.06 mmol). This was then immediately transferred into an NMR spectrometer. The first spectrum was recorded after 3.5 mins from addition of starting materials into NMR tube (time required to load sample, lock, shim etc). The reaction was monitored by NMR and quenched by addition of NaHCO3 after the stated time. The organic layer was extracted with DCM, dried over anhydrous Na2SO4 and concentrated under a stream of N2. The product was isolated by flash column chromatography 25% diethyl ether/petroleum ether.

Files

Filename	Size	Type	Description
cis_pMe.cdxml	11KB	chemical/x-cdxml	Chemdraw connection table
1H.zip	363KB	application/zip	Bruker Dataset for 1H
1H.mnpub	0	chemical/x-mnpub	Mestrenova signature file for 1H.zip
13C.zip	380KB	application/zip	Bruker Dataset for 13C
13C.mnpub	0	chemical/x-mnpub	Mestrenova signature file for 13C.zip
1H+13C_annotated.mnova	453KB	chemical/x-mnova	MestreNova dataset
1H+13C_annotated.mnpub	0	chemical/x-mnpub	Mestrenova signature file for 1H+13C_annotated.mnova
IR.pdf	42KB	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-NXHRZFHOSA-N

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