Water → (NE,S)-2-methyl-N-[1-(3-propan-2-ylphenyl)ethylidene]propane-2-sulfinamide

HRID 626395Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 626395
[CH:1]([C:4]1[CH:5]=[C:6]([C:10](=O)[CH3:11])[CH:7]=[CH:8][CH:9]=1)([CH3:3])[CH3:2].[CH3:13][C:14]([S@@:17]([NH2:19])=[O:18])([CH3:16])[CH3:15].O>C1COCC1.CC(O[Ti](OC(C)C)(OC(C)C)OC(C)C)C>[CH:1]([C:4]1[CH:5]=[C:6](/[C:10](=[N:19]/[S@:17]([C:14]([CH3:16])([CH3:15])[CH3:13])=[O:18])/[CH3:11])[CH:7]=[CH:8][CH:9]=1)([CH3:3])[CH3:2]

Komponenten

6

Edukt 3

HCID 962WaterHCID 30854921-[3-(Propan-2-yl)phenyl]ethan-1-oneHCID 11355477tert-Butylsulfinamide, (S)-(-)-

Produkt 1

HCID 90373684(NE,S)-2-methyl-N-[1-(3-propan-2-ylphenyl)ethylidene]propane-2-sulfinamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178460666HCID 178460666, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

The mixture of 1-(3-isopropylphenyl)ethanone (5.8 g, 0.036 mol), (S)-2-methylpropane-2-sulfinamide (5.2 g, 0.043 mol) and Ti(OiPr)4 in THF was stirred at 90° C. for 16 hours. Then the mixture was poured to water and the solid was filtered, the filtrate was partitioned between EtOAc and water. The layers were separated and the organic layer was washed with water, brine, dried over Na2SO4, and concentrated. The residue was purified by column chromatography to give the titled compound.

Aufarbeitung

  1. filtrationthe solid was filtered
  2. customthe filtrate was partitioned between EtOAc and water
  3. customThe layers were separated
  4. washthe organic layer was washed with water, brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4aec13a538694f578ad3705545c44689
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309227B2

Notizen zur Reaktion

Wird geladen…