1-Bromopropane → HCID 23373111, compound

HRID 1898987Notes

Reaction equation

HRID 1898987 reaction equation
[Cl:1][C:2]1[C:7]([CH3:8])=[C:6]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:4][C:3]=1[OH:12].[H-].[Na+].[CH3:15][CH2:16][CH2:17]Br>CN(C=O)C>[Cl:1][C:2]1[C:3]([O:12][CH2:15][CH2:16][CH3:17])=[CH:4][CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[CH3:8]

Participants

5

Reactant 3

HCID 78401-BromopropaneHCID 24758Sodium hydrideHCID 131473552-Chloro-3-methyl-4-nitrophenol

Product 1

HCID 23373111HCID 23373111, compoundYield 44.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Treatment of 2-chloro-3-methyl-4-nitrophenol (15.5 g, 82.7 mmol) with sodium hydride (50%, 4.37 g, 91.0 mmol) and n-propyl bromide (11.2 g, 91.0 mmol) in DMF (300 ml) and subsequent workup as described in 1 (a) gave 2-chloro-3-n-propyloxy-6-nitrotoluene (8.50 g), m.p. 42°-3° C.

Sources & evidence

ORD record
ord-b0963d4f8b4c41aba0a360e774a3a63a
Source dataset
uspto-grants-1996_11
Patent number
US05571833

Reaction notes

Loading…