Ethyl Acetate → 4-Hydroxy-5-(2-methoxyethoxy)-2-nitrobenzonitrile

HRID 1405958ノート

反応式

HRID 1405958 の反応式
C[O:2][C:3]1[C:10]([O:11][CH2:12][CH2:13][O:14][CH3:15])=[CH:9][C:6]([C:7]#[N:8])=[C:5]([N+:16]([O-:18])=[O:17])[CH:4]=1.[Al+3].[Cl-].[Cl-].[Cl-].CC(=O)OCC>C(Cl)Cl.Cl>[OH:2][C:3]1[C:10]([O:11][CH2:12][CH2:13][O:14][CH3:15])=[CH:9][C:6]([C:7]#[N:8])=[C:5]([N+:16]([O-:18])=[O:17])[CH:4]=1

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 6451240Aluminum(III) ChlorideHCID 867011894-Methoxy-5-(2-methoxyethoxy)-2-nitrobenzonitrile

生成物 1

HCID 867011884-Hydroxy-5-(2-methoxyethoxy)-2-nitrobenzonitrile収率 56.5%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 4-methoxy-5-(2-methoxyethoxy)-2-nitrobenzonitrile (1.5 g) in anhydrous DCM (30 mL) was added anhydrous AlCl3 (6 g) at 0° C. The resulting mixture was heated to reflux for 1 h. After reaction finished, the mixture was diluted with 1N aqueous HCl (50 mL) and exacted with EA (3×50 mL). The combined organic layer was dried over Na2SO4, concentrated under reduced pressure, and purification by silica chromatography to give 0.8 g of 4-hydroxy-5-(2-methoxyethoxy)-2-nitrobenzonitrile.

後処理

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux for 1 h
  3. customAfter reaction
  4. dry with materialThe combined organic layer was dried over Na2SO4
  5. concentrationconcentrated under reduced pressure, and purification by silica chromatography

出典と根拠

ORDレコード
ord-4f22c70a0a4547c58edde51d35fd930a
出典データセット
uspto-grants-2014_12
特許番号
US08916572B2

反応ノート

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