Acetone Cyanohydrin → HCID 67132233, compound

HRID 244991Notes

Reaction equation

HRID 244991 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.[CH3:12][C:13]([CH3:17])(O)[C:14]#[N:15].S([O-])([O-])(=O)=O.[Mg+2]>C(OCC)(=O)C>[CH3:12][C:13]([NH:7][C:6]1[CH:8]=[CH:9][C:3]([C:2]([F:10])([F:11])[F:1])=[CH:4][CH:5]=1)([CH3:17])[C:14]#[N:15]

Participants

5

Reactant 3

HCID 6406Acetone CyanohydrinHCID 99644-(Trifluoromethyl)anilineHCID 24083Sulfuric acid magnesium salt (1:1)

Product 1

HCID 67132233HCID 67132233, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 4-trifluoromethylaniline (1.61 g, 10 mmol), acetone cyanohydrin (5 ml) and magnesium sulfate (2 g) was heated to 80° C. and stirred for 12 h. To the medium was added ethyl acetate (50 ml) and then washed with water (3×30 ml). The organic layer was dried over MgSO4 and concentrated under vacuum to dryness to yield 20a (2.166 g, 9.5 mmol, 95%) as brown solid.

Workup

  1. washwashed with water (3×30 ml)
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated under vacuum to dryness

Sources & evidence

ORD record
ord-05ed6cf9ffd64bc29c4493e751a7d4de
Source dataset
uspto-grants-2014_02
Patent number
US08658681B2

Reaction notes

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