3-(7-Oxooxepan-2-yl)propanenitrile → 8-Cyano-octanoic acid

HRID 1417046Notes

Reaction equation

HRID 1417046 reaction equation
[C:1]([CH2:3][CH2:4][CH:5]1[O:11][C:10](=[O:12])[CH2:9][CH2:8][CH2:7][CH2:6]1)#[N:2].[H][H]>[Pd]>[C:1]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])#[N:2]

Participants

4

Reactant 2

HCID 117689383-(7-Oxooxepan-2-yl)propanenitrileHCID 178418361HCID 178418361, compound

Product 1

HCID 110843008-Cyano-octanoic acid

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In a reactor with a catalyst composed of palladium on carbon at 5% deposited on the walls, 167 g of 7-cyanoethyl-2-oxepanone are heated to 500° C. in a hydrogen atmosphere, collecting 1 g/minute of liquid condensed product mainly formed by 8-cyanooctanoic acid with 95% lactone conversion and 80% selectivity.

Workup

  1. customcollecting
  2. custom1 g/minute of liquid condensed product

Sources & evidence

ORD record
ord-06bb0a1806d24dfe947b9b01a1cf012e
Source dataset
uspto-grants-1999_06
Patent number
US05917067

Reaction notes

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