Sulfuric Acid → HCID 21531343, compound

HRID 1657931Notes

Reaction equation

HRID 1657931 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([CH3:14])[CH3:13])=[CH:7][C:6]=1[N+:15]([O-:17])=[O:16])[CH:2]([CH3:4])[CH3:3].[Cl:18][CH2:19]OC.S(=O)(=O)(O)O>>[CH2:1]([C:5]1[C:6]([N+:15]([O-:17])=[O:16])=[CH:7][C:8]([CH2:11][CH:12]([CH3:13])[CH3:14])=[CH:9][C:10]=1[CH2:19][Cl:18])[CH:2]([CH3:4])[CH3:3]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 7864Chloromethyl Methyl EtherHCID 21531125HCID 21531125, compound

Product 1

HCID 21531343HCID 21531343, compound

Procedure

2,5-Diisobutylnitrobenzene is treated with chloromethylmethyl ether in the presence of 60% fuming sulfuric acid by the procedure of Example 29 to yield 2,5-diisobutyl-3-nitrobenzyl chloride. This is brominated by the procedure (of Example 11) to form 4-bromo-2,5-diisobutyl-3-nitrobenzyl chloride and 6-bromo-2,5-diisobutyl-3-nitrobenzyl chloride. This mixture is separated by fractional crystallization or chromatography and the 4-bromo-2,5-diisobutyl-3-nitrobenzyl chloride is treated with cuprous cyanide by the procedure of Example 22 to give 4-cyano-2,5-diisobutyl-3-nitrobenzeneacetonitrile.

Sources & evidence

ORD record
ord-928f599ff07d44a39f52c3008bf7b117
Source dataset
uspto-grants-1976_06
Patent number
US03962307

Reaction notes

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