Methyl nitrite → HCID 86590800, compound

HRID 1835021Notes

Reaction equation

HRID 1835021 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][C:3]=1[CH3:11].[N:12](OC)=[O:13]>>[OH:13][N:12]=[C:8]([C:9]#[N:10])[C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[C:3]([CH3:11])[CH:4]=1

Participants

3

Reactant 2

HCID 12231Methyl nitriteHCID 764012-(3,4-Dimethylphenyl)acetonitrile

Product 1

HCID 86590800HCID 86590800, compoundYield 51.2%

Procedure

In a sulfonation flask, 37.6 g (0.26 mol) of 3,4-dimethylacetonitrile are reacted with 0.52 mol of gaseous methyl nitrite, as described under 3.1. After the customary isolation, 23.2 g (50%) of α-hydroxyimino-3,4-dimethylbenzylcyanide are obtained as a brown resin. This crude product is used in the next step without any further purification. The 1H-NMR spectrum is consistent with the proposed structure.

Sources & evidence

ORD record
ord-7c9cc3ed38ff4d77ae15b4ad537cf404
Source dataset
uspto-grants-2004_08
Patent number
US06770420B2

Reaction notes

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