Sulfuric Acid → Isoamyl Cyanoacetate

HRID 650293Notes

Reaction equation

HRID 650293 reaction equation
[C:1]([CH2:3][C:4]([O-:6])=[O:5])#[N:2].[CH2:7](O)[CH2:8][CH:9]([CH3:11])[CH3:10].S(=O)(=O)(O)O>>[C:1]([CH2:3][C:4]([O:6][CH2:7][CH2:8][CH:9]([CH3:11])[CH3:10])=[O:5])#[N:2]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 31260Isoamyl AlcoholHCID 1551036Cyanoacetate

Product 1

HCID 21714940Isoamyl Cyanoacetate

Procedure

Using the procedure of Example 1, cyanoacetate acid (85.5 g; 1.00 mol) and isoamyl alcohol (176 g; 2 mol) are reacted in the presence of sulfuric acid (0.49 g; 0.005 mol). Isoamyl cyanoacetate (bp 133/20 mm of Hg) is recovered as a clear liquid. The yield was 150 g (97% of theoretical) and its purity was >99% (GC assay).

Workup

  1. customIsoamyl cyanoacetate (bp 133/20 mm of Hg) is recovered as a clear liquid

Sources & evidence

ORD record
ord-85d371c307e6489fbdbfd936ddb8c73c
Source dataset
uspto-grants-2001_08
Patent number
US06271410B1

Reaction notes

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