Cuminaldehyde → 2-Nitro-1-(p-isopropylphenyl)-1-propanol

HRID 1731208

Reaktionsgleichung

Reaktionsgleichung von HRID 1731208
[CH:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].S(=O)(O)[O-].[Na+].[N+:17]([CH2:20][CH3:21])([O-:19])=[O:18].[OH-].[Na+]>O.C(O)C>[N+:17]([CH:20]([CH3:21])[CH:8]([C:7]1[CH:6]=[CH:5][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:11][CH:10]=1)[OH:9])([O-:19])=[O:18]

Komponenten

7

Edukt 4

HCID 326CuminaldehydeHCID 6587NitroethaneHCID 14798Sodium HydroxideHCID 23665763Sodium Bisulfite

Produkt 1

HCID 214957142-Nitro-1-(p-isopropylphenyl)-1-propanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

The procedure of Example 1 was followed for the reaction of 74 g of p-isopropylbenzaldehyde and 57 g of sodium bisulfite with 75 g of 1-nitroethane and 40 g of sodium hydroxide. Water and ethanol served as solvents. The product weighed 41 g and was a light yellow oil which slowly crystallized on standing: ir (film) 2.85 (m), 3.35 (m), 6.5 (s), 7.2 (m), 7.35 (m), 9.5 (m), 11.95 (m) microns; nmr (CDCl3) 7.1 (4H, s), 5.0 to 4.6 (2H, m) 3.05 (1H, broad), 2.9 (1H, quintet), 1.3 (6H, d), 1.5 to 1.2 (3H, m) ppm.

Aufarbeitung

  1. customslowly crystallized

Quellen und Nachweise

ORD-Eintrag
ord-281721114edd434b9440d9fe483162d2
Quelldatensatz
uspto-grants-1976_11
Patentnummer
US03995063

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