(Triphenylphosphoranylidene)acetonitrile → HCID 89924005, compound

HRID 2200360Notes

Reaction equation

HRID 2200360 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([C:14]([CH3:18])([CH3:17])[CH:15]=O)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)(C2C=CC=CC=2)=[CH:26][C:27]#[N:28])C=CC=CC=1>ClCCl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([C:14]([CH3:18])([CH3:17])/[CH:15]=[CH:26]/[C:27]#[N:28])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 85524(Triphenylphosphoranylidene)acetonitrileHCID 89924244HCID 89924244, compound

Product 1

HCID 89924005HCID 89924005, compoundYield 64.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the stirred solution of 2-(4-(4-fluorophenyl)piperazin-1-yl)-2-methylpropanal (1.0 g, 4 mmol) in 10 ml of dichloromethane was added 2-(triphenylphosphoranylidene)acetonitrile (1.445 g, 4.8 mmol) at 25° C. The reaction was stirred for 2 days at room temperature. After completion of reaction, the solvent was evaporated to give a crude product. The crude product was purified by column chromatography using 10% ethyl acetate in hexane as an eluent to obtain the title compound (0.7 g, 64.1%).

Workup

  1. customAfter completion of reaction
  2. customthe solvent was evaporated
  3. customto give a crude product
  4. customThe crude product was purified by column chromatography

Sources & evidence

ORD record
ord-78a4708709f34d53be92cfd159743141
Source dataset
uspto-grants-2016_06
Patent number
US09359367B2

Reaction notes

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