Lithium Hydroxide → 2-[2-(4-{2-[Benzyl(ethyl)amino]-2-oxoethoxy}phenyl)ethoxy]benzoic acid

HRID 898914Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 898914
[CH2:1]([N:8]([CH2:32][CH3:33])[C:9](=[O:31])[CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][O:20][C:21]2[CH:30]=[CH:29][CH:28]=[CH:27][C:22]=2[C:23]([O:25]C)=[O:24])=[CH:14][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Li+]>C1COCC1.O>[CH2:1]([N:8]([CH2:32][CH3:33])[C:9](=[O:31])[CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][O:20][C:21]2[CH:30]=[CH:29][CH:28]=[CH:27][C:22]=2[C:23]([OH:25])=[O:24])=[CH:14][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 3939Lithium HydroxideHCID 69259262Methyl 2-[2-(4-{2-[benzyl(ethyl)amino)-2-oxoethoxy}phenyl)ethoxy]benzoate

Produkt 1

HCID 692583742-[2-(4-{2-[Benzyl(ethyl)amino]-2-oxoethoxy}phenyl)ethoxy]benzoic acidAusbeute 109,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21881883Oxolane--water (1/1)Lösungsmittel

Versuchsvorschrift

Methyl 2-[2-(4-{2-[benzyl(ethyl)amino]-2-oxoethoxy}phenyl)ethoxy]benzoate (0.138 g, 0.308 mmol) was dissolved in a mixture of THF/water (1/1, 4 ml). Lithium hydroxide (0.015 g, 0.617 mmol) was added. The reaction was performed in an single node microwave oven (14 min, 150 deg). Workup by removing the solvent by evaporation and addition of HCl (2 ml, 1 M). The waterphase was extracted with two portions of EtOAc (20 ml), the organic phase was dried (MgSO4) and the solvent was removed by evaporation to give 0.146 g of 2-[2-(4-{2-[benzyl(ethyl)amino]-2-oxoethoxy}phenyl)ethoxy]benzoic acid.

Aufarbeitung

  1. customThe reaction was performed in an single node microwave oven
  2. custom(14 min, 150 deg)
  3. customWorkup by removing the solvent
  4. customby evaporation and addition of HCl (2 ml, 1 M)
  5. extractionThe waterphase was extracted with two portions of EtOAc (20 ml)
  6. dry with materialthe organic phase was dried (MgSO4)
  7. customthe solvent was removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-fa9d2cc08b59463cb14913cac9ff1996
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07351858B2

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