Isobutyraldehyde → HCID 21328735, compound

HRID 614225Notes

Reaction equation

[CH3:1][C:2]1([CH3:11])[CH2:7][CH:6]([NH2:8])[CH2:5][C:4]([CH3:10])([CH3:9])[NH:3]1.[CH:12](=O)[CH:13]([CH3:15])[CH3:14]>>[CH3:1][C:2]1([CH3:11])[CH2:7][CH:6]([N:8]=[CH:12][CH:13]([CH3:15])[CH3:14])[CH2:5][C:4]([CH3:10])([CH3:9])[NH:3]1

Participants

Reactant 2

HCID 6561Isobutyraldehyde

HCID 375244-Amino-2,2,6,6-tetramethylpiperidine

Product 1

HCID 21328735HCID 21328735, compound

Procedure

21.0 g (0.10 mol) of 2,2,6,6-tetramethyl-4-(isobutylideneamino)-piperidine (b.p. 42°-43°/0.05 mm Hg), obtained by condensation of an equimolecular mixture of 2,2,6,6-tetramethyl-4-aminopiperidine with isobutyraldehyde at 0°, and 13.8 g (0.10 mol) of diethyl phosphite and 0.02 g of sodium ethylate (dissolved in 0.3 ml of ethanol) are heated for 31/2 hours at 90°. The reaction product is dissolved in ether, washed with a saturated sodium chloride solution, dried over potassium carbonate and, after removal of the solvent by distillation, distilled (b.p. 133°/0.4 mm Hg). Diethyl-1-[(2,2,6,6-tetramethyl-4-piperidyl)-amino]-isobutyl-phosphonate is obtained in this manner.

Sources & evidence

ORD record: ord-55a947ba007a4bd797193c87163b682b
Source dataset: uspto-grants-1979_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04144224

Reaction notes

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