Methanol → Methyl [4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetate

HRID 535299

反応式

HRID 535299 の反応式
[OH:1][C:2]1[C:20]([I:21])=[CH:19][C:5]([O:6][C:7]2[C:12]([I:13])=[CH:11][C:10]([CH2:14][C:15]([OH:17])=[O:16])=[CH:9][C:8]=2[I:18])=[CH:4][C:3]=1[I:22].S(Cl)(Cl)=O.O.[CH3:28]O>>[OH:1][C:2]1[C:3]([I:22])=[CH:4][C:5]([O:6][C:7]2[C:8]([I:18])=[CH:9][C:10]([CH2:14][C:15]([O:17][CH3:28])=[O:16])=[CH:11][C:12]=2[I:13])=[CH:19][C:20]=1[I:21]

参加物

5

反応物 4

HCID 887MethanolHCID 962WaterHCID 24386Thionyl ChlorideHCID 65552Tetraiodothyroacetic acid

生成物 1

HCID 52919069Methyl [4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetate

実験手順

[4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetic acid (5.0 g, 6.7 mmol, 1.0 equiv.) was dissolved in 200 mL of dried MeOH. Then thionyl chloride (485 μL, 6.7 mmol, 1.0 equiv.) was added drop wise. The reaction was set to reflux for 2 days. Water was then added to the reaction medium (200 mL) and then the solution was concentrated. The precipitated product was collected by filtration and then the aqueous phase analyzed by TLC but showed to contain no product. The solid was then re-crystallized in EtOH, filtered and washed with cold EtOH before being dried under vacuum.

後処理

  1. temperatureto reflux for 2 days
  2. concentrationthe solution was concentrated
  3. filtrationThe precipitated product was collected by filtration
  4. customThe solid was then re-crystallized in EtOH
  5. filtrationfiltered
  6. washwashed with cold EtOH
  7. custombefore being dried under vacuum

出典と根拠

ORDレコード
ord-331be737d9e84e4a938b81d1b0f4770f
出典データセット
uspto-grants-2014_10
特許番号
US08859539B2

関連ノート

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