Water → (S)-N-((S)-1-(3-isopropylphenyl)ethyl)-2-methylpropane-2-sulfinamide

HRID 626396Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 626396
[CH:1]([C:4]1[CH:5]=[C:6](/[C:10](=[N:12]/[S@:13]([C:15]([CH3:18])([CH3:17])[CH3:16])=[O:14])/[CH3:11])[CH:7]=[CH:8][CH:9]=1)([CH3:3])[CH3:2].O.[BH4-].[Na+]>C1COCC1>[CH:1]([C:4]1[CH:5]=[C:6]([C@@H:10]([NH:12][S@:13]([C:15]([CH3:18])([CH3:16])[CH3:17])=[O:14])[CH3:11])[CH:7]=[CH:8][CH:9]=1)([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 90373684(NE,S)-2-methyl-N-[1-(3-propan-2-ylphenyl)ethylidene]propane-2-sulfinamide

Produkt 1

HCID 86732637(S)-N-((S)-1-(3-isopropylphenyl)ethyl)-2-methylpropane-2-sulfinamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of (S,E)-N-(1-(3-isopropylphenyl)ethylidene)-2-methylpropane-2-sulfinamide (9.5 g, 0.036 mol) in THF (98 mL)/H2O (2 mL) was added NaBH4, the mixture was stirred at room temperature for 16 hours. The mixture was then 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. customThe mixture was then partitioned between EtOAc and water
  2. customthe layers were separated
  3. washthe organic layer was washed with water, brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated
  6. customThe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-51299e1455e14536b14ddc16c9bd38c8
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309227B2

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