4-(Benzyloxy)-3-[4-(benzyloxy)butoxy]benzonitrile → HCID 23143889, compound

HRID 1985820Notes

Reaction equation

HRID 1985820 reaction equation
C([O:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][C:10]=1[O:17][CH2:18][CH2:19][CH2:20][CH2:21][O:22]CC1C=CC=CC=1)C1C=CC=CC=1>FC(F)(F)C(O)=O.CSC.O>[OH:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][C:10]=1[O:17][CH2:18][CH2:19][CH2:20][CH2:21][OH:22]

Participants

5

Reactant 1

HCID 231438604-(Benzyloxy)-3-[4-(benzyloxy)butoxy]benzonitrile

Product 1

HCID 23143889HCID 23143889, compoundYield 46.7%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 1068Dimethyl SulfideSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

4-Benzyloxy-3-(4-benzyloxybutoxy)benzonitrile (4.0 g) was dissolved in a mixed solvent of trifluoroacetic acid (9 mL), dimethylsulfide (0.5 mL) and water (5 mL), and the mixture was stirred at room temperature for 18 hours. The solvent was removed under reduced pressure, and the obtained residue was purified by column chromatography on silica gel (eluent: ethyl acetate/hexane=1/5) to give the title compound (1.0 g).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe obtained residue was purified by column chromatography on silica gel (eluent: ethyl acetate/hexane=1/5)

Sources & evidence

ORD record
ord-4faa869c3738492dae043701143a0753
Source dataset
uspto-grants-2009_06
Patent number
US07547680B2

Reaction notes

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