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Sulfuric acid magnesium salt (1:1) → (R,E)-N-(2-((tert-butyldimethylsilyl)oxy)ethylidene)-2-methylpropane-2-sulfinamide

HRID 1908672
ノート
印刷プレビュー

反応式

HRID 1908672 の反応式
[CH3:1][C:2]([S@:5]([NH2:7])=[O:6])([CH3:4])[CH3:3].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.[O-]S([O-])(=O)=O.[Mg+2].[Si:31]([O:38][CH2:39][CH:40]=O)([C:34]([CH3:37])([CH3:36])[CH3:35])([CH3:33])[CH3:32]>C(Cl)Cl>[C:34]([Si:31]([CH3:33])([CH3:32])[O:38][CH2:39][CH:40]=[N:7][S@@:5]([C:2]([CH3:4])([CH3:3])[CH3:1])=[O:6])([CH3:37])([CH3:36])[CH3:35]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 41877882-((Tert-butyldimethylsilyl)oxy)acetaldehydeHCID 10964479tert-Butylsulfinamide, (R)-(+)-

生成物 1

HCID 86644143(R,E)-N-(2-((tert-butyldimethylsilyl)oxy)ethylidene)-2-methylpropane-2-sulfinamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

(R)-(+)-2-methyl-2-propanesulfinamide (8.70 g, 71.8 mmol), pyridinium p-toluenesulfonate (0.902 g, 3.59 mmol) and MgSO4 (43.2 g, 359 mmol) was suspended in methylene chloride (25 mL). A solution of (tert-butyldimethylsilyloxy)acetaldehyde (25.0 g, 144 mmol) dissolved in methylene chloride (10 mL) was added drop wise at room temperature. The reaction was stirred at room temperature overnight. The mixture was evaporated to dryness. Flash chromatography (silica, EtOAc/heptanes 1:4) gave the title compound as an oil that slowly solidified upon standing (18.3 g, 92%) sufficiently pure for the next step.

後処理

  1. additionwas added drop wise at room temperature
  2. customThe mixture was evaporated to dryness

出典と根拠

ORDレコード
ord-d8e356925a0a4596a9e37522b4528a05
出典データセット
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08598213B2

反応ノート

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