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

HRID 626395ノート

反応式

HRID 626395 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178460666HCID 178460666、化合物触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4aec13a538694f578ad3705545c44689
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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