Nonylamine → HCID 4286098, compound

HRID 1651029Notes

Reaction equation

HRID 1651029 reaction equation
[CH2:1]([NH2:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[C:11](Cl)(=[O:16])[CH2:12][CH2:13][CH2:14][CH3:15]>C(OCC)C>[CH2:1]([NH:10][C:11](=[O:16])[CH2:12][CH2:13][CH2:14][CH3:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

4

Reactant 2

HCID 16215NonylamineHCID 61186Valeryl chloride

Product 1

HCID 4286098HCID 4286098, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2 mole nonylamine are reacted with 1 mole valeroyl chloride in diethyl ether, the suspension is filtered off with suction, the filtrate is evaporated and N-nonyl-valeric acid amide is thus obtained quantitatively; m.p. 29°-31° C. Reduction with 1.65 mole lithium aluminium hydride in diethyl ether gives a colourless oil in a yield of 78% of theory; b.p. 142°-146° C./16 mm.Hg. The addition of this N-nonyl-N-pentylamine to methyl acrylate (oil; yield 96% of theory) and subsequent saponification with 1N aqeuous sodium hydroxide solution gives a yield of 64% of theory of pasty 3-(N-nonyl-N-pentylamino)-propionic acid which is reacted analogously to Example 3 to give the diphosphonic acid; yield 87% of theory; m.p. 168°-176° C.; Mrel =0.14.

Workup

  1. filtrationthe suspension is filtered off with suction
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-48150d73ad1a4c03a6b301166dc13585
Source dataset
uspto-grants-1990_05
Patent number
US04927814

Reaction notes

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