Sodium hydride → 1-(Morpholino-propoxyimino)cyclododecane

HRID 894993Notes

Reaction equation

HRID 894993 reaction equation
[Na].[H-].[Na+].[C:4]1(=[N:16][OH:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.Cl[CH2:19][CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1.C(O)(=O)/C=C/C([O-])=O>>[O:25]1[CH2:26][CH2:27][N:22]([CH2:21][CH2:20][CH2:19][O:17][N:16]=[C:4]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]2)[CH2:23][CH2:24]1

Participants

6

Reactant 5

HCID 24758Sodium hydrideHCID 958344-(3-Chloropropyl)morpholineHCID 136762Cyclododecanone, oximeHCID 5360545SodiumHCID 6183479Fumarate(1-)

Product 1

HCID 132058081-(Morpholino-propoxyimino)cyclododecane

Procedure

The sodium salt is formed from 2.4 g. (0.1 moles) of sodium hydride and 19.73 g. (0.1 moles) of cyclododecanone oxime in a toluenic medium, then it is reacted with 18.0 g. (0.11 moles) of 1-chloro-3-morpholinopropane. Thereafter one proceeds as in Example 1. Yield: 22.22 g. (68.5%). Hydrogen fumarate, m.p.: 118°-120° C.

Sources & evidence

ORD record
ord-b184353225354340b13fe356d83e7c79
Source dataset
uspto-grants-1981_08
Patent number
US04285942

Reaction notes

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