Sodium Hydroxide → (4-Nitropyridin-2-yl)methanol

HRID 600263Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 600263
[N+:1]([C:4]1[CH:9]=[CH:8][N:7]=[C:6]([CH2:10][O:11]C(=O)C)[CH:5]=1)([O-:3])=[O:2].[OH-].[Na+]>CO>[N+:1]([C:4]1[CH:9]=[CH:8][N:7]=[C:6]([CH2:10][OH:11])[CH:5]=1)([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 14761430(4-Nitropyridin-2-yl)methyl acetate

Produkt 1

HCID 14761455(4-Nitropyridin-2-yl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of acetic acid 4-nitro-pyridin-2-ylmethyl ester (16)(0.49 g, 2.5 mmol) in methanol (5 mL), was added a solution of sodium hydroxide (2N, 1.6 mL) and the reaction was stirred for 30 minutes and then concentrated in vacuo. The residue was diluted with water (10 mL) and extracted with ethyl acetate (2×10 mL). The combined extracts were washed with brine (10 mL) and concentrated in vacuo to afford a crude oil which solidified upon standing. Single peak in LC-MS analysis, (0.13 g 33%); m/z (LC-MS, ESP), RT=2.67 mins, (M+H) 155.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. additionThe residue was diluted with water (10 mL)
  3. extractionextracted with ethyl acetate (2×10 mL)
  4. washThe combined extracts were washed with brine (10 mL)
  5. concentrationconcentrated in vacuo
  6. customto afford a crude oil which

Quellen und Nachweise

ORD-Eintrag
ord-5b7dff31fb944675a071fa21c386ddaf
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902193B2

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