Sulfuric Acid → Benzoic acid, 2-iodosyl-4-nitro-

HRID 968277ノート

反応式

HRID 968277 の反応式
[I:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4]C=1C.C([O:15][C:16](=[O:18])[CH3:17])(=O)C.S(=O)(=O)(O)[OH:20]>[O-2].[O-2].[O-2].[Cr+6].C(O)(=O)C>[I:1]([C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:17]=1[C:16]([OH:15])=[O:18])=[O:20]

参加物

6

反応物 3

HCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 821882-Iodo-4-nitrotoluene

生成物 1

HCID 3714830Benzoic acid, 2-iodosyl-4-nitro-

試薬・触媒・溶媒 2

HCID 10219390chromium (VI) trioxide触媒HCID 176Acetic Acid溶媒

実験手順

A solution of 2-iodo-4-nitrotoluene (50 g, 0.19 mol) in a mixture of glacial acetic acid (380 ml), acetic anhydride (190 ml) and concentrated sulfuric acid (112 ml) was cooled in an ice bath. Chromium trioxide (97 g, 0.57 mol) was added portionwise over 30 minutes, during which time the internal temperature rose to ca. 90° C. The resultant thick suspension was cooled in an ice bath for 30 min, then poured over ice (2 kg). When the ice had melted, the precipitate was collected by filtration, washed with methanol (800 ml) and ether (200 ml), and dried in vacuo to afford 2-iodosyl-4-nitro-benzoic acid I-1a (54.9 a, 94%).

後処理

  1. temperaturewas cooled in an ice bath
  2. customrose to ca. 90° C
  3. temperatureThe resultant thick suspension was cooled in an ice bath for 30 min
  4. filtrationthe precipitate was collected by filtration
  5. washwashed with methanol (800 ml) and ether (200 ml)
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-76a1c87a39a647bea16b3b39d661fe60
出典データセット
uspto-grants-2005_10
特許番号
US06958347B2

反応ノート

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