HCID 21996512, compound → HCID 54094556, compound

HRID 1977986Notes

Reaction equation

HRID 1977986 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9]/[C:10]/2=[CH:13]/[C:14]#[N:15])=[CH:5][CH:4]=1.N.C(O)C>C(O)C.[Co]>[NH2:15][CH2:14][CH:13]=[C:10]1[C:11]2[C:6](=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=2)[CH2:7][CH2:8][CH2:9]1

Participants

5

Reactant 2

HCID 21996512HCID 21996512, compoundHCID 22020343Ethanol, reaction products with ammonia, distn. residues

Product 1

HCID 54094556HCID 54094556, compound

Reagents, catalysts & solvents 2

HCID 104730CobaltCatalystHCID 702EthanolSolvent

Procedure

To a solution of (Z)-(1,2,3,4-tetrahydro-7-methoxy-1-naphthylidene)acetonitrile produced in Reference Example 2 (1.84 g, 9.23 mmol) in ethanol (10 ml) were added a saturated ammonia/ethanol solution (5 ml) and Raney cobalt (ODHT-60, 1.8 g). The mixture was stirred for 3 hours at room temperature under hydrogen atmosphere (about 4 kgf/cm2). The Raney cobalt was filtered off, then the solvent was distilled off to give the above-titled compound (a mixture of isomers) (yield 1.46 g, 78%, oil). This compound was used in the subsequent reaction without further purification.

Workup

  1. filtrationThe Raney cobalt was filtered off
  2. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-a97d3f6edb1546d983aa38868a3e0115
Source dataset
uspto-grants-2001_05
Patent number
US06235789B1

Reaction notes

Loading…