Water → HCID 23454140, compound

HRID 1277483Notes

Reaction equation

HRID 1277483 reaction equation
[C:1]1(=[O:14])[N:5]([CH2:6][C:7]#[N:8])[C:4](=[O:9])[C:3]2=[CH:10][CH:11]=[CH:12][CH:13]=[C:2]12.[CH:15]1([CH2:20][C:21]([CH3:24])([CH3:23])O)[CH2:19][CH2:18][CH2:17][CH2:16]1.[OH2:25]>FC(F)(F)C(O)=O>[C:4]1(=[O:9])[N:5]([CH2:6][C:7]([NH:8][C:21]([CH3:24])([CH3:23])[CH2:20][CH:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[O:25])[C:1](=[O:14])[C:2]2=[CH:13][CH:12]=[CH:11][CH:10]=[C:3]12

Participants

5

Reactant 3

HCID 962WaterHCID 345881N-(Cyanomethyl)-phthalimideHCID 18424051HCID 18424051, compound

Product 1

HCID 23454140HCID 23454140, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of 2-phthalimidoacetonitrile (11.2 g, 60 mmol) in trifluoroacetic acid (25 ml) at 0°-5° was added 2-cyclopentyl-1,1-dimethylethanol (8.52 g, 60 mmol) over 20 minutes. The reaction mixture was then stirred at 25° for 2 hours, poured into stirred water (200 ml), and the precipitated solid collected. The crude product was crystallized from ethanol-water (1:1) giving colourless needles m.p. 159°-160°. Found: C, 69.66; H, 7.18; N, 8.22. C19H24N2O3 requires C, 69.51; H, 7.32; N, 8.53.

Workup

  1. additionpoured
  2. customthe precipitated solid collected
  3. customThe crude product was crystallized from ethanol-water (1:1)

Sources & evidence

ORD record
ord-625a78e0cf574664b7da6605b8ee3dd4
Source dataset
uspto-grants-1981_07
Patent number
US04277498

Reaction notes

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