Hydrochloric Acid → 2-Amino-6-(2-iodophenoxymethyl)benzonitrile

HRID 2177051ノート

反応式

HRID 2177051 の反応式
[Sn](Cl)Cl.Cl.[I:5][C:6]1[CH:24]=[CH:23][CH:22]=[CH:21][C:7]=1[O:8][CH2:9][C:10]1[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-])=O)[C:11]=1[C:12]#[N:13].[OH-].[K+]>>[NH2:18][C:14]1[CH:15]=[CH:16][CH:17]=[C:10]([CH2:9][O:8][C:7]2[CH:21]=[CH:22][CH:23]=[CH:24][C:6]=2[I:5])[C:11]=1[C:12]#[N:13]

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 24479Stannous ChlorideHCID 247775372-(2-Iodophenoxymethyl)-6-nitrobenzonitrile

生成物 1

HCID 247775412-Amino-6-(2-iodophenoxymethyl)benzonitrile収率 34.6%

反応条件

温度
15 °C

実験手順

To a cooled (15° C.) and stirred solution of tin (II) chloride (0.74 g, 3.29 mmol) and con. hydrochloric acid (2.0 mL) was added a solution of 2-(2-iodophenoxymethyl)-6-nitrobenzonitrile (250.0 mg, 0.66 mmol). The reaction mixture was slowly warmed to room temperature and stirred for 3 hours. The reaction mixture was poured on to crushed-ice and potassium hydroxide solution, stirred, extracted with dichloromethane, filtered and dried. Purification by silica gel chromatography (dichloromethane) yielded 80 mg of 2-amino-6-(2-iodophenoxymethyl)benzonitrile.

後処理

  1. temperatureThe reaction mixture was slowly warmed to room temperature
  2. additionThe reaction mixture was poured on
  3. stirringstirred
  4. extractionextracted with dichloromethane
  5. filtrationfiltered
  6. customdried
  7. customPurification by silica gel chromatography (dichloromethane)

出典と根拠

ORDレコード
ord-af069a16f4ee4fa6a61b1963534c7130
出典データセット
uspto-grants-2015_06
特許番号
US09067897B2

反応ノート

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