2,4-Dimethylpenta-1,4-dien-3-one → HCID 20393077, compound

HRID 1862964Notes

Reaction equation

[CH3:1][CH:2]([CH2:9][CH2:10][CH2:11][CH:12]([CH3:19])[CH2:13][CH2:14][CH2:15][CH:16]([CH3:18])[CH3:17])[CH2:3][CH2:4][CH2:5][CH:6]([NH2:8])[CH3:7].[CH3:20][C:21]([C:23](=[O:27])[C:24]([CH3:26])=[CH2:25])=[CH2:22]>CO>[CH3:1][CH:2]([CH2:9][CH2:10][CH2:11][CH:12]([CH3:19])[CH2:13][CH2:14][CH2:15][CH:16]([CH3:18])[CH3:17])[CH2:3][CH2:4][CH2:5][CH:6]([N:8]1[CH2:25][CH:24]([CH3:26])[C:23](=[O:27])[CH:21]([CH3:22])[CH2:20]1)[CH3:7]

Participants

Conditions

Temperature: 65 °C

Procedure

53.9 parts by weight of 6,10,14-trimethyl-2-amino-pentadecane are dissolved in 200 parts of methanol. A solution of 22 parts of 2,4-dimethyl-penta-1,4-dien-3-one in 100 parts of methanol is added at room temperature and this mixture is then heated at the reflux temperature (65° C.) for 3 hours. The reaction product is worked up by distillation, giving 67.5 parts ( 89% of theory) of N-(6,10,14-trimethyl-pentadec-2-yl)-3,5-dimethyl-piperidin-4-one, boiling point=171° C./0.01 mm Hg (active ingredient No. 20).

Workup

distillationThe reaction product is worked up by distillation

Sources & evidence

ORD record: ord-985f9367dd2d4be08f96df01a495f74f
Source dataset: uspto-grants-1979_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04167573

Reaction notes

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