4-Chloro-2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran → 7-Amino-4-chloro-2,3-dihydro-2,2-dimethylbenzofuran

HRID 440653ノート

反応式

HRID 440653 の反応式
[Cl:1][C:2]1[C:7]2[CH2:8][C:9]([CH3:12])([CH3:11])[O:10][C:6]=2[C:5]([N+:13]([O-])=O)=[CH:4][CH:3]=1>C(O)(=O)C.O.[Fe]>[NH2:13][C:5]1[C:6]2[O:10][C:9]([CH3:11])([CH3:12])[CH2:8][C:7]=2[C:2]([Cl:1])=[CH:3][CH:4]=1

参加物

5

反応物 1

HCID 224047764-Chloro-2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran

生成物 1

HCID 224047737-Amino-4-chloro-2,3-dihydro-2,2-dimethylbenzofuran収率 68.9%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 176Acetic Acid溶媒HCID 962Water溶媒2 回

反応条件

温度
50 °C

実験手順

A solution of 4.0 g (0.018 mole) of 4-chloro-2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran in approximately 60 mL of glacial acetic acid was heated to 50° C. To this solution were added 10 mL of water, and, while maintaining the temperature at 50° C., 4.0 g (0.072 mole) of powdered iron. Upon completion of addition, the reaction mixture was allowed to cool to room temperature at which it stirred for an hour. Then the reaction mixture was diluted with 100 mL of water and filtered. The filtrate was extracted with diethyl ether, and the combined extracts were dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated from this filtrate under reduced pressure, leaving 2.45 g of 7-amino-4-chloro-2,3-dihydro-2,2-dimethylbenzofuran as a residue.

後処理

  1. additionUpon completion of addition
  2. temperatureto cool to room temperature at which it
  3. filtrationfiltered
  4. extractionThe filtrate was extracted with diethyl ether
  5. dry with materialthe combined extracts were dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customThe solvent was evaporated from this filtrate under reduced pressure

出典と根拠

ORDレコード
ord-8324d1a6e5fe4377b4603c87d7f3917a
出典データセット
uspto-grants-1996_05
特許番号
US05521147

反応ノート

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