Isoamyl Nitrite → HCID 85716194, compound

HRID 429768Notes

Reaction equation

HRID 429768 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10](=[O:12])[CH3:11])=[CH:5][CH:4]=1)#[CH:2].[N:13](OCCC(C)C)=[O:14]>CO>[N:13](=[C:9]([C:6]1[CH:7]=[CH:8][C:3]([C:1]#[CH:2])=[CH:4][CH:5]=1)[C:10](=[O:12])[CH3:11])[OH:14]

Participants

4

Reactant 2

HCID 8053Isoamyl NitriteHCID 18353352HCID 18353352, compound

Product 1

HCID 85716194HCID 85716194, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

8 g of Na (=0.35 mol) are dissolved at room temperature in 300 ml of methanol. 44 g (=0.28 mol) of 4-ethynylphenylacetone are added to this solution and 34.2 g (0.29 mol) of isopentyl nitrite are allowed to run in dropwise in the course of a few minutes, during which the reaction mixture warms to about 32° C. It is stirred for 1.5 hours, then evaporated. 48.5 g (=93.2% of theory) of 1-hydroximino-1-(4′-ethynylphenyl)propan-2-one are obtained; H-NMR: 2.47(s); 3.07(s); 7.20(m); 7.48(m); 8.01(s).

Workup

  1. customdropwise in the course of a few minutes
  2. customwarms to about 32° C
  3. customevaporated

Sources & evidence

ORD record
ord-c1dc6f23b9294ab1a32d706e955718f0
Source dataset
uspto-grants-2001_11
Patent number
US06319925B1

Reaction notes

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