Acetic Acid → HCID 57587944, compound

HRID 1782022Notes

Reaction equation

HRID 1782022 reaction equation
[C:1](#[N:5])[CH2:2][C:3]#[N:4].C([O-])(=O)C.[NH4+].C(O)(=O)C.[C:15]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])(=O)[CH:16]([CH3:18])[CH3:17]>C1(C)C=CC=CC=1.O>[C:3]([C:2]([C:1]#[N:5])=[C:15]([CH:16]([CH3:18])[CH3:17])[CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])#[N:4]

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 8010MalononitrileHCID 81583Ethyl isobutyrylacetateHCID 517165Ammonium Acetate

Product 1

HCID 57587944HCID 57587944, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

1.2 30 g of malononitrile, 3.3 g of ammonium acetate and 4 ml of acetic acid are added to a solution of 55 g of ethyl 2-(isobutyryl)acetate (“AA”) in 210 ml of toluene, and the mixture is boiled at 130° for 1 hour on a water separator. Conventional work-up gives 41.0 g of ethyl 4,4-di-cyano-3-isopropylbut-3-enoate (“AB”), boiling point 95-99° at 0.4 mbar.

Workup

  1. customfor 1 hour

Sources & evidence

ORD record
ord-e88a9445e8274bf7abe3c92f6eae2544
Source dataset
uspto-grants-2009_03
Patent number
US07498334B2

Reaction notes

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