2,4,6-Triiodophenol → 12-(2,4,6-Triiodophenoxy)dodecanoic acid

HRID 914642

反応式

HRID 914642 の反応式
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14].[I:16][C:17]1[CH:22]=[C:21]([I:23])[CH:20]=[C:19]([I:24])[C:18]=1[OH:25].[OH-].[K+]>C(O)C>[I:16][C:17]1[CH:22]=[C:21]([I:23])[CH:20]=[C:19]([I:24])[C:18]=1[O:25][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14]

参加物

5

反応物 3

HCID 118622,4,6-TriiodophenolHCID 14797Potassium HydroxideHCID 17546812-Bromododecanoic Acid

生成物 1

HCID 1214874712-(2,4,6-Triiodophenoxy)dodecanoic acid収率 60.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Ethanol (70 mL) was added with 12-bromododecanoic acid (4.8 g) and 2,4,6-triiodophenol (9.1 g) and the mixture was refluxed for dissolution. The solution was added with potassium hydroxide (2.2 g) and stirred for 12 hours. The precipitates obtained were separated by filtration, washed with ethanol and added with chloroform and 1 N hydrochloric acid to conduct extraction with chloroform twice. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was removed, and the resulting residue was purified by silica gel column chromatography to obtain 12-(2,4,6-triiodophenoxy)dodecanoic acid (7.0 g, yield: 60%). In the same manner as the synthetic method of 12-(2,4,6-triiodophenoxy)dodecanoic acid, 16-(2,4,6-triiodophenoxy)hexadecanoic acid was synthesized from 16-bromohexadecanoic acid.

後処理

  1. temperaturethe mixture was refluxed for dissolution
  2. customThe precipitates obtained
  3. customwere separated by filtration
  4. washwashed with ethanol
  5. additionadded with chloroform and 1 N hydrochloric acid
  6. extractionextraction with chloroform twice
  7. dry with materialAfter the organic layer was dried over anhydrous magnesium sulfate
  8. customthe solvent was removed
  9. customthe resulting residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-dfd31c93e20e4077a2c961a6ff6f8a14
出典データセット
uspto-grants-2007_09
特許番号
US07264790B2

関連ノート

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