Dichloromethane → HCID 68511467、化合物

HRID 1929335ノート

反応式

HRID 1929335 の反応式
[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[C:3]=1[CH2:4][O:5][C:6]1[CH:12]=[CH:11][C:9]([NH2:10])=[C:8]([N+:13]([O-])=O)[CH:7]=1.[OH-].[Na+].ClCCl>CO.C(O)(=O)C.[Fe]>[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[C:3]=1[CH2:4][O:5][C:6]1[CH:7]=[C:8]([NH2:13])[C:9]([NH2:10])=[CH:11][CH:12]=1

参加物

7

反応物 3

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 68512351HCID 68512351、化合物

生成物 1

HCID 68511467HCID 68511467、化合物収率 87.7%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 176Acetic Acid溶媒HCID 887Methanol溶媒

実験手順

add 1.75 g of iron powder to a solution of 1.4 g of 4-[(2,6-dichlorobenzyl)oxy]-2-nitroaniline in 80 cm3 of methanol and 7 cm3 of glacial acetic acid. The reaction mixture is refluxed for three hours. The mixture is concentrated under reduced pressure (0.2 kPa). The residue is taken up in 30 cm3 of water and the pH of the suspension thus obtained is adjusted to 10-11 by adding 2N aqueous solution of sodium hydroxide; 350 cm3 of dichloromethane is then added. After vigorous stirring for 15 min, the insoluble matter is filtered. The filtrate is decanted, then the organic phase is dried over magnesium sulphate, filtered and concentrated under reduced pressure (0.2 kPa). We obtain 1.11 g of 4-[(2,6-dichlorobenzyl)oxy]benzene-1,2-diamine in the form of a black resin, which has the following characteristics:

後処理

  1. temperatureThe reaction mixture is refluxed for three hours
  2. concentrationThe mixture is concentrated under reduced pressure (0.2 kPa)
  3. customthe pH of the suspension thus obtained
  4. filtrationthe insoluble matter is filtered
  5. customThe filtrate is decanted
  6. dry with materialthe organic phase is dried over magnesium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure (0.2 kPa)

出典と根拠

ORDレコード
ord-7fa367a22c1c4fe5be92e0052149fade
出典データセット
uspto-grants-2012_05
特許番号
US08188078B2

反応ノート

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