HCID 58685864, compound → HCID 58685855, compound

HRID 18459Notes

Reaction equation

HRID 18459 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:7][C:8]1[CH:15]=[C:14]([N+:16]([O-])=O)[CH:13]=[CH:12][C:9]=1[C:10]#[N:11]>CCO.C1COCC1.[Pd]>[NH2:16][C:14]1[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[C:8]([O:7][CH2:6][O:5][CH2:4][CH2:3][O:2][CH3:1])[CH:15]=1

Participants

4

Reactant 1

HCID 58685864HCID 58685864, compound

Product 1

HCID 58685855HCID 58685855, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

To a solution of 2-(2-Methoxy-ethoxymethoxy)-4-nitro-benzonitrile (2.35 g; 9 mmol) in EtOH/THF (25 mL/1 mL) was added a catalytic amount of 5% Pd/C. The reaction mixture was stirred under H2 atmosphere for 18 hours, filtered through kiselguhr evaporated to dryness and purified by column chromatography (SiO2—MeOH/CH2Cl2=0:1 to 5:95) to yield after evaporation 1.8 g (88%).

Workup

  1. filtrationfiltered through kiselguhr
  2. customevaporated to dryness
  3. custompurified by column chromatography (SiO2—MeOH/CH2Cl2=0:1 to 5:95)
  4. customto yield
  5. customafter evaporation 1.8 g (88%)

Sources & evidence

ORD record
ord-acf7bc3040f242789098911c98eea248
Source dataset
uspto-grants-2010_06
Patent number
US07741352B2

Reaction notes

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