(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮 → Methyl [4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetate

HRID 535299

反应方程式

HRID 535299 反应方程式
[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]

参与物

5

反应物 4

HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]HCID 24386氯化亚砜HCID 65552四碘甲状腺乙酸

产物 1

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

实验过程

[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.

后处理

  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

来源与证据

ORD记录
ord-331be737d9e84e4a938b81d1b0f4770f
来源数据集
uspto-grants-2014_10
专利号
US08859539B2

关联笔记

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