7-Methyl-8-oxononanoic acid → 6-(4,5,6-triiodo-2,3-dimethyl-3H-3-indolyl)hexanoic acid

HRID 508295노트

반응식

HRID 508295 반응식
[I:1][C:2]1[CH:3]=[C:4]([NH:10]N)[CH:5]=[C:6]([I:9])[C:7]=1[I:8].[CH3:12][CH:13]([C:22](=O)[CH3:23])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20]>C(O)(=O)C>[I:1][C:2]1[C:7]([I:8])=[C:6]([I:9])[CH:5]=[C:4]2[C:3]=1[C:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])([CH3:12])[C:22]([CH3:23])=[N:10]2

참가 물질

4

반응물 2

HCID 222668237-Methyl-8-oxononanoic acidHCID 866953333,4,5-Triiodophenylhydrazine

생성물 1

HCID 717361666-(4,5,6-triiodo-2,3-dimethyl-3H-3-indolyl)hexanoic acid수율 23.5%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 3,4,5-triiodophenylhydrazine 2 g (4 mmol) and 1 g (5 mmol) of 7-methyl-8-oxononanoic acid was refluxed in 15 mL of acetic acid for 16 hours. The acetic acid was evaporated, and the residue was dissolved in CHCl3, and washed by aqueous NaHCO3 and water. The organic layer was dried with CaCl2 and solvent was removed under reduced pressure by a rotary evaporator. The residue was column purified (Silica gel 60, 0-4% methanol-chloroform) to give 0.6 g of 6-(4,5,6-triiodo-2,3-dimethyl-3H-3-indolyl)hexanoic acid. 1H-NMR (200 MHz, DMSO-d6), δ, ppm: 8.02 (1H, s, arom.), 2.16 (3H, s, 2-CH3), 2.07 (2H, t, CH2COOH), 1.65-1.05 (6H, m, CH2), 1.26 (3H, s, CH3), 0.58-0.20 (2H, m, CH2).

후처리

  1. customThe acetic acid was evaporated
  2. dissolutionthe residue was dissolved in CHCl3
  3. washwashed by aqueous NaHCO3 and water
  4. dry with materialThe organic layer was dried with CaCl2 and solvent
  5. customwas removed under reduced pressure by a rotary evaporator
  6. custompurified (Silica gel 60, 0-4% methanol-chloroform)

출처 및 근거

ORD 기록
ord-0c955a06e7554394be971b58ac2fbb7f
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09095612B2

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