Ammonia → HCID 21242412, compound

HRID 1761743Notes

Reaction equation

HRID 1761743 reaction equation
O[CH:2]1[CH2:11][CH2:10][CH:9]2[CH:4]([CH2:5][CH2:6][CH2:7][CH2:8]2)[CH2:3]1.[OH-].[Ca+2].[OH-].[NH3:15].[H][H]>C([O-])=O.[Cu+2].C([O-])=O>[CH:3]1([NH:15][CH:8]2[CH:9]3[CH:4]([CH2:3][CH2:2][CH2:11][CH2:10]3)[CH2:5][CH2:6][CH2:7]2)[CH:4]2[CH:9]([CH2:8][CH2:7][CH2:6][CH2:5]2)[CH2:10][CH2:11][CH2:2]1

Participants

6

Reactant 4

HCID 222Ammonia2×HCID 132162-Naphthalenol, decahydro-HCID 6093208Calcium HydroxideHCID 178418361HCID 178418361, compound2×

Product 1

HCID 21242412HCID 21242412, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 10999Formic acid, copper(2+) salt (2:1)Catalyst

Procedure

150 kg of 2-hydroxydecahydronaphthalene, 3 kg of copper formate and 2 kg of calcium hydroxide were gassed at 190° C. with excess ammonia and hydrogen (volume ratio of 8:1) for 4 hours. The supply of ammonia was then discontinued and the mixture was gassed with just hydrogen at the reaction temperature for a further 2 hours. Working up was carried out in the conventional manner. Bis(decahydronaphthyl)amine was obtained in a yield of 98% of theory.

Sources & evidence

ORD record
ord-a6e0e66b70b84eb587d935dbf5e41a18
Source dataset
uspto-grants-1989_05
Patent number
US04827035

Reaction notes

Loading…