Water → 3-Methoxy-2-methylaniline

HRID 642736

反応式

HRID 642736 の反応式
[CH3:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[CH:4][C:3]=1[O:11][CH3:12].C(O)(C(F)(F)F)=O.CC#N.O>C(O)C.[Pd]>[CH3:1][C:2]1[C:3]([O:11][CH3:12])=[CH:4][CH:5]=[CH:6][C:7]=1[NH2:8]

参加物

7

反応物 4

HCID 962WaterHCID 6342AcetonitrileHCID 6422Trifluoroacetic acidHCID 785542-Methyl-3-nitroanisole

生成物 1

HCID 118048223-Methoxy-2-methylaniline収率 98%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

To a solution of 2-methyl-3-nitro anisole which is commercially available (1a1) (5.1 g; 30.33 mmol; requires ˜30 min. to dissolve) in absolute ethanol (85 mL) was added 10% Pd/C catalyst (500 mg). The solution was hydrogenated under a hydrogen filled balloon at atmospheric pressure and room temperature for 19 h. The reaction mixture was filtered through a Celite pad, rinsed and evaporated to dryness to obtain the compound 1a2 as a deep mauve oil (4.1 g; 29.81 mmol; 98% yield). MS 137 (MH)+. Reverse Phase HPLC Homogeneity@220 nm (0.06% TFA; CH3CN; H2O): 99%.

後処理

  1. customat atmospheric pressure and room temperature
  2. customfor 19 h
  3. filtrationThe reaction mixture was filtered through a Celite pad
  4. washrinsed
  5. customevaporated to dryness
  6. customto obtain the compound 1a2 as a deep mauve oil (4.1 g; 29.81 mmol; 98% yield)

出典と根拠

ORDレコード
ord-7a9eff496655484a89240f91f72dba0b
出典データセット
uspto-grants-2010_04
特許番号
US07696242B2

関連ノート

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