Sodium hydride → 1-(Diisopropylamino-propoxyimino)cyclododecane

HRID 894994Notes

Reaction equation

HRID 894994 reaction equation
[C:1]1(=[N:13][OH:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].[CH:17]([N:20]([CH:25]([CH3:27])[CH3:26])[CH2:21][CH2:22][CH2:23]Cl)([CH3:19])[CH3:18].C(O)(=O)/C=C/C([O-])=O>>[CH:17]([N:20]([CH2:21][CH2:22][CH2:23][O:14][N:13]=[C:1]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[CH:25]([CH3:27])[CH3:26])([CH3:19])[CH3:18]

Participants

5

Reactant 4

HCID 24758Sodium hydrideHCID 136762Cyclododecanone, oximeHCID 6183479Fumarate(1-)HCID 129354311-Diisopropylamino-3-chloropropane

Product 1

HCID 132058121-(Diisopropylamino-propoxyimino)cyclododecane

Procedure

Starting from 19.7 g. (0.1 moles) of cyclododecanone oxime, 2.4 g. (0.1 moles) of sodium hydride and 19.55 g. (0.11 moles) of 1-diisopropylamino-3-chloropropane the title product is prepared as in Example 1. Yield: 24.2 g. (71.6%). Hydrogen fumarate, m.p.: 119°-121° C.

Sources & evidence

ORD record
ord-7dea3b45d4f84f28bd7f35aa84ae0d0f
Source dataset
uspto-grants-1981_08
Patent number
US04285942

Reaction notes

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