Sulfamic Acid → [(2-Hydroxyethyl)phenylamino]-(4-trifluoromethylphenyl)acetonitrile

HRID 406369

反応式

HRID 406369 の反応式
C[Si]([C:5]#[N:6])(C)C.[F:7][C:8]([F:18])([F:17])[C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=1.[C:19]1([NH:25][CH2:26][CH2:27][OH:28])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.S(=O)(=O)(O)N>>[OH:28][CH2:27][CH2:26][N:25]([CH:13]([C:12]1[CH:15]=[CH:16][C:9]([C:8]([F:18])([F:17])[F:7])=[CH:10][CH:11]=1)[C:5]#[N:6])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

5

反応物 4

HCID 5987Sulfamic AcidHCID 31235N-(2-Hydroxyethyl)anilineHCID 679964-(Trifluoromethyl)benzaldehydeHCID 82115Trimethylsilyl cyanide

生成物 1

HCID 66618859[(2-Hydroxyethyl)phenylamino]-(4-trifluoromethylphenyl)acetonitrile

実験手順

Trimethylsilyl cyanide (723 μL) was added to a mixture of 4-(trifluoromethyl)benzaldehyde (CAS #455-19-6, 1 g), N-phenylethanolamine (870 mg) and sulfamic acid (28 mg), and the mixture was stirred at room temperature for 20 hours. The reaction solution was partitioned with water and chloroform. The organic layer was dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (elution solvent:heptane:ethyl acetate=9:1→1:1) to obtain 775 mg of the title compound. The property values of the compound are as follows.

後処理

  1. customThe reaction solution was partitioned with water and chloroform
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationThe organic layer was concentrated under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (elution solvent:heptane:ethyl acetate=9:1→1:1)

出典と根拠

ORDレコード
ord-682aa993ee80448d9702b81dc8df3ece
出典データセット
uspto-grants-2014_06
特許番号
US08754100B2

関連ノート

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