2-Chloroethanol → 4-Hydroxy-2'-nitrobutyrophenone

HRID 1198755Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1198755
[N+:1]([C:4]1[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=1[C:6]([CH2:8][C:9](OCC)=O)=[O:7])([O-:3])=[O:2].ClC[CH2:20][OH:21].[OH-].[Na+].[OH-].C([N+](C)(C)C)C1C=CC=CC=1>O>[OH:21][CH2:20][CH2:9][CH2:8][C:6]([C:5]1[CH:14]=[CH:15][CH:16]=[CH:17][C:4]=1[N+:1]([O-:3])=[O:2])=[O:7]

Komponenten

6

Edukt 4

HCID 342-ChloroethanolHCID 14798Sodium HydroxideHCID 66854Benzyltrimethylammonium hydroxideHCID 10561837Ethyl 2-nitro-beta-oxobenzenepropanoate

Produkt 1

HCID 109767084-Hydroxy-2'-nitrobutyrophenone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of ethyl 2-(o-nitrobenzoyl)acetate (11.9 g, 0.05 mol), 2-chloroethanol (8 g, 0.1 mol), 50% sodium hydroxide solution (8.8 g, 4.4 g real, 0.11 mol) and 40% benzyltrimethylammonium hydroxide solution (4.2 PG,12 g, 1.7 g, real, 0.01 mol) in water (50 mL) is heated at 50°-65° C. for 4-8 hours, cooled and extracted with methylene chloride. The combined organic extracts are concentrated in vacuo to give the title product, identified by 1HNMR and 13CNMR analyses.

Aufarbeitung

  1. temperatureis heated at 50°-65° C. for 4-8 hours
  2. temperaturecooled
  3. extractionextracted with methylene chloride
  4. concentrationThe combined organic extracts are concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f67cba12d1774568ba0a99d4ef24dae6
Quelldatensatz
uspto-grants-1994_01
Patentnummer
US05281726

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