HCID 54471129, compound → HCID 10856924, compound

HRID 1731454Notes

Reaction equation

HRID 1731454 reaction equation
[CH2:1]1[CH2:16][O:15][CH:3]([CH2:4][CH:5]=[CH:6][C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=2)[O:2]1>C1(C)C=CC=CC=1.[Pd]>[CH2:16]1[CH2:1][O:2][CH:3]([CH2:4][CH2:5][CH2:6][C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=2)[O:15]1

Participants

4

Reactant 1

HCID 54471129HCID 54471129, compound

Product 1

HCID 10856924HCID 10856924, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

A solution of 3.7 g of p-(4,4-ethylenedioxy-1-butenyl)benzonitrile in 50 ml of toluene was treated with 350 mg of palladium/carbon (5%) and the mixture was hydrogenated for 2.5 hours (hydrogen consumption 385 ml). The reaction mixture was then filtered (rinsing with diethyl ether) and the filtrate was evaporated. There were obtained 308 mg (82%) of p-(4,4-ethylenedioxybutyl)benzonitrile as a colourless, partially crystallizing oil.

Workup

  1. custom(hydrogen consumption 385 ml)
  2. filtrationThe reaction mixture was then filtered
  3. wash(rinsing with diethyl ether)
  4. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-2db8a96e4564452490fd03597745edd7
Source dataset
uspto-grants-1986_11
Patent number
US04621901

Reaction notes

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