Iodine → HCID 68984613、化合物

HRID 28649ノート

反応式

HRID 28649 の反応式
I([O-])(=O)(=O)=O.[Na+].[I:7]I.C(OC(=O)C)(=O)C.S(=O)(=O)(O)O.[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][CH3:29])=[CH:24][CH:23]=1.S([O-])([O-])=O.[Na+].[Na+].[OH-].[Na+].[Cl-].[Na+]>O.C(OCC)(=O)C.C(O)(=O)C>[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][CH3:29])=[C:24]([I:7])[CH:23]=1

参加物

12

反応物 8

HCID 807IodineHCID 1118Sulfuric AcidHCID 5234Sodium ChlorideHCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 24437Sodium SulfiteHCID 693301-Chloro-4-ethylbenzeneHCID 23667635Sodium periodate

生成物 1

HCID 68984613HCID 68984613、化合物収率 76.1%

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

A mixture of sodium periodate (12 g, 56 mmol), iodine (9.5 g, 37 mmol), acetic acid (80 ml) and acetic anhydride (40 ml) was cooled to 0° C. Sulfuric acid (18 ml) was added dropwise followed by 1-chloro-4-ethyl benzene (15 ml, 110 mmol) dropwise. After stirring for 18 hours, a solution of sodium sulfite (20 g) in water (300 ml) was added. The mixture was adjusted to about pH 7 by addition of 50% aqueous sodium hydroxide solution and treated with ethyl acetate (200 ml) and saturated aqueous sodium chloride solution (200 ml). The organic layer was dried over sodium sulfate and concentrated under reduced pressure. The residual oil was purified by vacuum distillation (95-100° C., 5-10 mm) followed by flash chromatography on silica gel eluting with hexane to afford 4-chloro-1-ethyl-2-iodo-benzene (7.5 g, 25% yield) as a colorless oil.

後処理

  1. dry with materialThe organic layer was dried over sodium sulfate
  2. concentrationconcentrated under reduced pressure
  3. distillationThe residual oil was purified by vacuum distillation (95-100° C., 5-10 mm)

出典と根拠

ORDレコード
ord-f6e4929d9ff04b1188f32d4b75cc97ff
出典データセット
uspto-grants-2008_09
特許番号
US07419984B2

反応ノート

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