Potassium Iodide → HCID 20547117, compound

HRID 2059338Notes

Reaction equation

HRID 2059338 reaction equation
[CH3:1][C:2]1([CH3:27])[CH2:7][CH:6]([N:8]2[CH2:12][CH2:11][N:10]([CH:13]3[CH2:18][C:17]([CH3:20])([CH3:19])[NH:16][C:15]([CH3:22])([CH3:21])[CH2:14]3)[P:9]2([CH3:24])=[O:23])[CH2:5][C:4]([CH3:26])([CH3:25])[NH:3]1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[CH2:36](Br)[CH:37]=[CH2:38].[CH3:40][C:41]([CH2:43]C)=O>>[CH2:36]([N:16]1[C:17]([CH3:19])([CH3:20])[CH2:18][CH:13]([N:10]2[CH2:11][CH2:12][N:8]([CH:6]3[CH2:7][C:2]([CH3:27])([CH3:1])[N:3]([CH2:43][CH:41]=[CH2:40])[C:4]([CH3:26])([CH3:25])[CH2:5]3)[P:9]2([CH3:24])=[O:23])[CH2:14][C:15]1([CH3:22])[CH3:21])[CH:37]=[CH2:38]

Participants

6

Reactant 5

HCID 4875Potassium IodideHCID 6569Methyl Ethyl KetoneHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 20547116HCID 20547116, compound2×

Product 1

HCID 20547117HCID 20547117, compound

Procedure

A mixture of 19.9 g (0.05 mole) of 1,3-bis-(2,2,6,6-tetramethylpiperid-4-yl)-2-methyl-2-oxo-1,3,2-diazaphospholane (compound 1), 16.6 g of potassium carbonate, 0.3 g of finely powdered potassium iodide, 24.2 g of allyl bromide and 80 ml of ethyl methyl ketone is stirred for 18 hours at reflux temperature. The mixture is then filtered, the filtrate is freed from the solvent in vacuo and the residual crystalline crude product is recrystallised from acetonitrile, yielding pure 1,3-bis(1-allyl-2,2,6,6-tetramethylpiperid-4-yl)-2-methyl-2-oxo-1,3,2-diazaphospholane (compound 13) with a melting point of 168°-169° C.

Workup

  1. temperatureat reflux temperature
  2. filtrationThe mixture is then filtered
  3. customthe residual crystalline crude product is recrystallised from acetonitrile

Sources & evidence

ORD record
ord-cb32de83a8af475a97e1c872b5aee2a0
Source dataset
uspto-grants-1982_03
Patent number
US04322531

Reaction notes

Loading…