HCID 20319472, compound → HCID 20319478, compound

HRID 866520Notes

Reaction equation

HRID 866520 reaction equation
[CH2:1]([C:3]1([CH3:18])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:6]([CH2:16][CH3:17])([CH3:15])[NH:5][NH:4]1)[CH3:2]>C1CCCCC1.[O-2].[Al+3].[Rh+3].[O-2].[O-2]>[CH2:1]([C:3]([CH3:18])([NH2:4])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:6]([CH2:16][CH3:17])([CH3:15])[NH2:5])[CH3:2]

Participants

4

Reactant 1

HCID 20319472HCID 20319472, compound

Product 1

HCID 20319478HCID 20319478, compound

Reagents, catalysts & solvents 2

HCID 131711150HCID 131711150, compoundCatalystHCID 8078CyclohexaneSolvent

Procedure

23 g (90 mmols) of the above 3,12-diethyl-3,12-dimethyl-1,2-diazacyclododecane are hydrogenated, in 200 ml of cyclohexane in a stirred autoclave and with the addition of 3 g of rhodium-aluminum oxide catalyst (5% by weight of Rh), for 17 hours at 200° C. After filtering off the catalyst and stripping off the solvent on a rotary evaporator, the residue is fractionated at 0.2 mm Hg. This gives 7.7 g (30%) of 1,10-diethyl-1,10-dimethyl-1,10-diaminodecane as a colorless oil, boiling point 118°-22° C/0.2 mm Hg, nD20 = 1.4597.

Workup

  1. filtrationAfter filtering off the catalyst
  2. customon a rotary evaporator

Sources & evidence

ORD record
ord-ee52b99b15a84c5a9226f933f0b0780c
Source dataset
uspto-grants-1978_07
Patent number
US04100111

Reaction notes

Loading…