phosphenous acid → 1-Bromo-3-methyl-5-nitrobenzene

HRID 618241ノート

反応式

HRID 618241 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5](N)=[C:4]([CH3:12])[CH:3]=1.N([O-])=O.[Na+].OP=O>S(=O)(=O)(O)O.O.[Cu-]=O>[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([CH3:12])[CH:3]=1

参加物

7

反応物 3

HCID 22497phosphenous acidHCID 5226794-Bromo-2-methyl-6-nitroanilineHCID 23668193Sodium Nitrite

生成物 1

HCID 1042131-Bromo-3-methyl-5-nitrobenzene収率 82.7%

試薬・触媒・溶媒 3

HCID 178419072HCID 178419072、化合物触媒HCID 962Water溶媒HCID 1118Sulfuric Acid溶媒

実験手順

A solution of 10 g of 4-bromo-2-methyl-6-nitro-phenylamine in 100 ml of concentrated sulfuric acid in an ice bath was treated dropwise with 3.58 g of sodium nitrite in 10 ml of water keeping the temperature below 10° C. The mixture was then treated simultaneously over 1 hr with 6.81 g of copper (I) oxide and 31.4 ml of hypophosphorus acid. Poured into ice water, extracted with ether, washed with water, dried over magnesium sulfate, and evaporated to dryness. The residue was purified by flash column chromatography on silica gel eluting with ethyl acetate/hexane (1:9) giving 7.73 g of 1-bromo-3-methyl-5-nitrobenzene. ##STR132##

後処理

  1. extractionextracted with ether
  2. washwashed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to dryness
  5. customThe residue was purified by flash column chromatography on silica gel eluting with ethyl acetate/hexane (1:9)

出典と根拠

ORDレコード
ord-91b34562b0fb484caa8407f75500f684
出典データセット
uspto-grants-1999_09
特許番号
US05952362

反応ノート

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