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

HRID 626396ノート

反応式

HRID 626396 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-51299e1455e14536b14ddc16c9bd38c8
出典データセット
uspto-grants-2016_04
特許番号
US09309227B2

反応ノート

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