2-Chloro-N,N-dimethylethylamine → 1-(Dimethylamino-ethoxyimino)cyclododecane

HRID 894990Notes

Reaction equation

[H-].[Na+].[C:3]1(=[N:15][OH:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.[CH3:17][N:18]([CH3:22])[CH2:19][CH2:20]Cl.C(O)(=O)/C=C/C([O-])=O>>[CH3:17][N:18]([CH2:19][CH2:20][O:16][N:15]=[C:3]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)[CH3:22]

Participants

Reactant 4

HCID 79012-Chloro-N,N-dimethylethylamine

HCID 24758Sodium hydride

HCID 136762Cyclododecanone, oxime

HCID 6183479Fumarate(1-)

Product 1

HCID 132058021-(Dimethylamino-ethoxyimino)cyclododecane

Procedure

Starting from 2.4 g. (0.1 moles) of sodium hydride, 19.73 g. (0.1 moles) of cyclododecanone oxime and 11.8 g. (0.11 moles) of 1-dimethylamino-2-chloroethane the title compound is prepared as in Example 1. Yield: 19.5 g. (72.65%). Hydrogen fumarate, m.p.: 108°-110° C.

Sources & evidence

ORD record: ord-2a927a9e8b7c4c3ebc0cce06e6c0ad45
Source dataset: uspto-grants-1981_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04285942

Reaction notes

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