Ammonia → 4,4'-(Oxydiethylene)bis(morpholine)

HRID 1873059Notes

Reaction equation

HRID 1873059 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[NH3:7].[CH2:8](O)[CH2:9][O:10][CH2:11][CH2:12]O>[Ni]>[O:4]1[CH2:5][CH2:6][N:1]([CH2:2][CH2:3][O:4][CH2:5][CH2:6][N:7]2[CH2:8][CH2:9][O:10][CH2:11][CH2:12]2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 8083MorpholineHCID 8117Diethylene Glycol

Product 1

HCID 809004,4'-(Oxydiethylene)bis(morpholine)Yield 70%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

Zh. Vses. Khim. Obshchest. 14(5), 589-90 (1969) (Chem. Abstr. 72: 66879m) describes the formation of morpholine in a yield of 70% by gas-phase reaction of diethylene glycol with NH3 over a nickel catalyst in the presence of H2. Among other by-products, bis(2-morpholinoethyl) ether was isolated in a yield of from 5 to 7%.

Sources & evidence

ORD record
ord-3278b2f9beac4cf79bbd79851045d4a1
Source dataset
uspto-grants-2000_08
Patent number
US06111100

Reaction notes

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