HCID 54093089, compound → HCID 20375471, compound

HRID 2163127Notes

Reaction equation

HRID 2163127 reaction equation
[C:1]([CH2:3][CH:4]=[C:5]1[CH:10]([CH3:11])[CH:9]2[CH2:12][CH:6]1[CH2:7][CH2:8]2)#[N:2].[H][H]>[Pd]>[C:1]([CH2:3][CH2:4][CH:5]1[CH:10]([CH3:11])[CH:9]2[CH2:12][CH:6]1[CH2:7][CH2:8]2)#[N:2]

Participants

4

Reactant 2

HCID 54093089HCID 54093089, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 20375471HCID 20375471, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of 10.0 g (0.062 mol) of 2-(2-cyanoethyl-idene)-3-methylbicyclo[2.2.1]heptane, 10 ml of 2B alcohol and 0.1 g of palladium supported on charcoal (5%) catalyst was hydrogenated under 50 psi of hydrogen until 1 equivalent of hydrogen was absorbed. The mixture was then filter, concentrated under reduced vacuum. The residual oil was distilled under vacuum to give 9.6 g (89% yield) of 2-(2-(2-cyanoethyl)-3-methylbicyclo[2.2.1]heptane: b.p. 55-57° C/0.5 mm; ir 2940, 2870, 2250, 1700, 1460, 1430, 1380; nmr 0.95, 1.1 (3H.5), 1.2-2.5 (14H, m); ms 163.

Workup

  1. customwas absorbed
  2. filtrationThe mixture was then filter
  3. concentrationconcentrated under reduced vacuum
  4. distillationThe residual oil was distilled under vacuum

Sources & evidence

ORD record
ord-d08f30439bf74e0c974df49047ae8d6a
Source dataset
uspto-grants-1979_01
Patent number
US04132677

Reaction notes

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