Ammonia → HCID 14986665, compound

HRID 465546Notes

Reaction equation

HRID 465546 reaction equation
[CH3:1][O:2][C:3]([CH:5]([CH2:11][CH:12]=[CH:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)[CH2:6][CH2:7][CH2:8][C:9]#[N:10])=[O:4].N>CO.[Rh]>[NH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:5]([CH2:11][CH2:12][CH2:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)[C:3]([O:2][CH3:1])=[O:4]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 543965835-Carbomethoxy-8-(3-pyridyl)-oct-7-enenitrile

Product 1

HCID 14986665HCID 14986665, compound

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 8.7 g of 5-methoxycarbonyl-8-(3-pyridyl)-oct-7-enenitrile and 4.35 g of 5% rhodium on alumina in 87 ml of methanol saturated with ammonia (7.4N) is hydrogenated at room temperature for about 6 h. Additional catalyst is added if required. The reaction mixture is then worked up to yield methyl 6-amino-2-[3-(3-pyridyl)propyl]-hexanoate.

Workup

  1. additionAdditional catalyst is added

Sources & evidence

ORD record
ord-55792a9aa668412ab10ce645f23f5098
Source dataset
uspto-grants-1992_10
Patent number
US05153214

Reaction notes

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