Synthesis and 270 MHz Nmr structural studies of the isomers of 2,3,5‐trimethyl‐ and 2,3,6‐trimethylmorpholine

Hernestam, Sven; Nilsson, Bo; Stenvall, Gillis

doi:10.1002/jhet.5570140535

Cited by 6 publications

(1 citation statement)

References 13 publications

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“…All the products except 5g and 5k have been reported in the literature. 1c,12d, [22][23][24][25][26][27][28][29][30][31] The 1 H NMR spectra of the two new molecules 5g and 5k are presented in the Supporting Information. All the morpholine products have been used to synthesize new chemical entities of medicinal interest; this information is documented elsewhere.…”

Section: (5s)-5-methylmorpholin-3-one (4a); Typical Proceduresmentioning

confidence: 99%

A Concise and Efficient Synthesis of Substituted Morpholines

et al. 2014

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Unless otherwise noted, commercial available materials were used without further purification. Air sensitive reactions were carried out under nitrogen atmosphere. Anhydrous solvents were obtained from Sigma Aldrich. NMR spectra were recorded on a Bruker 300 MHz spectrometer. Chemical shifts (δ) are quoted in Parts per million (ppm) relative to internal solvent reference. Coupling constants are given in Hz and chemical shifts are reported in δ values in ppm. Data are reported as followed: chemical shift, multiplicity (s = singlet, s br = broad singlet, d = doublet, t = triplet, dd = double doublet, dt = double triplet, ddd = double double doublet, m = multiplet), coupling constants (Hz), and integration. General Procedure Scheme 1:-Three step synthesis of substituted morpholines

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Section: (5s)-5-methylmorpholin-3-one (4a); Typical Proceduresmentioning

confidence: 99%

A Concise and Efficient Synthesis of Substituted Morpholines

et al. 2014

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Spectres RMN‐¹H Et ‐¹³C De Morpholines Et Thiomorpholines

Gelboke

Blondiau

Kone

et al. 1984

Bulletin des Soc Chimique

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A s e r i e s of 2-phenyl-3-methylmorpholines s u b s t i t u t e d a t t h e n i t r o g e n by a l k y l groups (CH C H and i-C H ) and t h e corresponding thicmorpholines have been synthesized. The s t u d y of ?;el$ t h e s e two s e r i e s . RESUME lH-NnR3a:d 13C-NMR s p e c t r a allowed the d i f f e r e n s l a t i o n of t h e dlastereomers i n Une a e r i e d e phbnyl-2 mCthyl-3 morpholines s u b s t i t u b e s A l ' a z o t e p a r d e s groupements a lkyles(CH , C H e t l-C H ) a l n s i qua l e e thianorphollnes correspondantes o n t 6tA s y n t h h t i s e e a L'Ctude i e l?u%s spect?eZ RMN-lH e t -13C permet d ' e t a b l i r des c r l t e r e s d e d i f f e r e n c i a t i o n au a e l n dea deux s e r i e s d e dlast6reoisom&res.I n s t i t u t d'Hygi&ne e t d'Epld&nlologle. rue J .

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