Sulfuric Acid → (2-Chloro-6-iodophenyl)acetic acid

HRID 1868934ノート

反応式

HRID 1868934 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([I:8])[C:3]=1CC#N.[OH:12]S(O)(=O)=O.[O:17]1[CH2:22][CH2:21]OCC1>O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([I:8])[C:3]=1[CH2:21][C:22]([OH:17])=[O:12]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 312751,4-DioxaneHCID 670998812-Chloro-6-iodobenzeneacetonitrile

生成物 1

HCID 67099832(2-Chloro-6-iodophenyl)acetic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
115 °C

実験手順

A mixture of 2-(2-chloro-6-iodophenyl)acetonitrile (10 g, 36 mmol) in 20 mL dioxane was treated with 25 mL 9M H2SO4. The mixture was stirred at 115° C. for 2 hours. The mixture was transferred into a sealed tube and heated to 150° C. and stirred for 2 hours. The mixture was then cooled to room temperature and diluted with 100 mL water. The mixture was extracted with EtOAc (3×50 mL). The combined organic layers were washed with saturated NaCl (20 mL), dried over sodium sulfate, and concentrated to give crude product 10.3 g as pale yellow solid. MS m/e: (M+H)+ 297.

後処理

  1. customThe mixture was transferred into a sealed tube
  2. temperatureheated to 150° C.
  3. stirringstirred for 2 hours
  4. temperatureThe mixture was then cooled to room temperature
  5. extractionThe mixture was extracted with EtOAc (3×50 mL)
  6. washThe combined organic layers were washed with saturated NaCl (20 mL)
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-9daceb3b5f8d4891b847cf254ab79ff6
出典データセット
uspto-grants-2009_12
特許番号
US07635715B2

反応ノート

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