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

HRID 1506671

반응식

HRID 1506671 반응식
[CH:1]1[C:2]([CH2:19][C:20]([OH:22])=[O:21])=[CH:3][C:4]([I:18])=[C:5]([O:8][C:9]2[CH:10]=[C:11]([I:17])[C:12]([OH:16])=[C:13]([I:15])[CH:14]=2)[C:6]=1[I:7].[CH2:23](OC(Cl)=O)C1C=CC=CC=1>CO>[CH3:23][O:21][C:20](=[O:22])[CH2:19][C:2]1[CH:1]=[C:6]([I:7])[C:5]([O:8][C:9]2[CH:10]=[C:11]([I:17])[C:12]([OH:16])=[C:13]([I:15])[CH:14]=2)=[C:4]([I:18])[CH:3]=1

참가 물질

4

반응물 2

HCID 10387Benzyl chloroformateHCID 65552Tetraiodothyroacetic acid

생성물 1

HCID 52919069Methyl [4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetate수율 100%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

In anhydrous conditions, Tetrac (1.0 g, 1.3 mmol, 1.0 eq.) was suspended in MeOH (20 mL). TEA (181.4 μL, 1.3 mmol, 1.0 eq.) was then added dropwise followed by benzylchloroformate 184.8 μL, 1.3 mmol, 1.0 eq.). After stirring for 30 minutes, the solution was filtered, the solvent was removed from the residue and the product was separated by silica gel chromatography (eluent=DCM). The collected fractions were then evaporated to give a white powder which was recrystallized to give orange crystals (990 mg, 1.3 mmol) of methyl-2-(4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)acetate in a quantitative yield.

후처리

  1. filtrationthe solution was filtered
  2. customthe solvent was removed from the residue
  3. customthe product was separated by silica gel chromatography (eluent=DCM)
  4. customThe collected fractions were then evaporated
  5. customto give a white powder which
  6. customwas recrystallized

출처 및 근거

ORD 기록
ord-ae207d11d4da41d7a53128e7242aef87
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09220788B2

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