Methanol → HCID 59470601, Verbindung

HRID 219498

Reaktionsgleichung

Reaktionsgleichung von HRID 219498
Cl[C:2]([C:4]1[C:5]([I:24])=[C:6]([N:15]([CH3:23])[C:16]([CH2:18][O:19][C:20](=[O:22])[CH3:21])=[O:17])[C:7]([I:14])=[C:8]([C:11]([Cl:13])=[O:12])[C:9]=1[I:10])=[O:3].[CH:25]([OH:29])(O)[CH2:26][CH3:27].C[OH:31].C[C:33]([N:35](C)C)=O>C(OCC)(=O)C>[Cl:13][C:11]([C:8]1[C:7]([I:14])=[C:6]([N:15]([CH3:23])[C:16]([CH2:18][O:19][C:20](=[O:22])[CH3:21])=[O:17])[C:5]([I:24])=[C:4]([C:2](=[O:3])[N:35]([CH2:27][CH:26]([OH:31])[CH2:25][OH:29])[CH3:33])[C:9]=1[I:10])=[O:12]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 31374DimethylacetamideHCID 134919PropanediolHCID 53903191HCID 53903191, Verbindung

Produkt 1

HCID 59470601HCID 59470601, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Acetic acid [(3,5-bis-chlorocarbonyl-2,4,6-triiodo-phenyl)-methyl-carbamoyl]-methyl ester (16.25 g, 22.9 mmol) and 3-methylamino-1,2,-propanediol (4.42 ml, 45.8 mmol) were stirred in DMA (80 ml) for 72 hours at room temperature. The mixture was diluted with ethyl acetate (150 ml) and washed with ice water/brine (50:50, 20 ml×3). The organics were collected, dried over MgSO4, filtered and evaporated to dryness. The product was purified by silica column chromatography eluting with DCM: methanol to give acetic acid ({3-chlorocarbonyl-5-[(2,3-dihydroxy-propyl)-methyl-carbamoyl]-2,4,6-triiodo-phenyl}-methyl-carbamoyl)-methyl ester (5.42 g, 6.96 mmol).

Aufarbeitung

  1. washwashed with ice water/brine (50:50, 20 ml×3)
  2. customThe organics were collected
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customThe product was purified by silica column chromatography
  7. washeluting with DCM

Quellen und Nachweise

ORD-Eintrag
ord-9de2866bb0c1419ca7946ef3cf685deb
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202511B2

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