Potassium Iodide → HCID 135704061, compound

HRID 634962Notes

Reaction equation

HRID 634962 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][C:16]=2[OH:22])[N:12]=[C:11]([C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][C:24]=2[OH:30])[N:10]=1.[OH-:31].[K+].[I-].[K+].Br[CH:36]([CH3:42])[C:37]([O:39][CH2:40][CH3:41])=[O:38]>COCCOCCOC>[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH:36]([C:37]([O:39][CH2:40][CH3:41])=[O:38])[CH3:42])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH:36]([C:37]([O:39][CH2:40][CH3:41])=[O:31])[CH3:42])=[CH:25][C:24]=2[OH:30])[N:12]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH:36]([C:37]([O:39][CH2:40][CH3:41])=[O:38])[CH3:42])=[CH:17][C:16]=2[O:22][CH:36]([C:37]([O:39][CH2:40][CH3:41])=[O:38])[CH3:42])[N:14]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 14797Potassium HydroxideHCID 79040Ethyl 2-bromopropionateHCID 1357148802,4,6-tris(2,4-dihydroxyphenyl)-1,3,5-triazine

Product 1

HCID 135704061HCID 135704061, compound

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Conditions

Temperature
108 °C

Procedure

A mixture of 15.0 g (0.037 mol) of 2,4,6-tris(2,4-dihydroxyphenyl)-1,3,5-triazine and 80 ml of diglyme (Fluka 99.5%) is admixed under nitrogen in succession with 9.2 g (0.139 mol) of pulverized KOH (Fluka, 85%), 0.3 g (0,002 mol of potassium iodide (Fluka, 99.5% ) and 29.5 g (0.163 mol) of ethyl 2-bromopropionate (Fluka, 98%). The mixture is heated with stirring at 108° C. for 19 h. The inorganic precipitate is filtered off hot; the solvent is removed on a rotary evaporator. The crude product is taken up in 100 ml of ethyl acetate (T=60° C. ) and the mixture is filtered through a silica gel bed (silica gel 60, 230-400 mesh, Ø=6 cm, h=4 cm) and with 300 ml of ethyl acetate.

Workup

  1. temperatureThe mixture is heated
  2. filtrationThe inorganic precipitate is filtered off hot
  3. customthe solvent is removed on a rotary evaporator
  4. customis taken up in 100 ml of ethyl acetate (T=60° C. )
  5. filtrationthe mixture is filtered through a silica gel bed (silica gel 60, 230-400 mesh, Ø=6 cm, h=4 cm) and with 300 ml of ethyl acetate

Sources & evidence

ORD record
ord-8ecd6c15861c4f85849842e8d2af420c
Source dataset
uspto-grants-2001_02
Patent number
US06184375B2

Reaction notes

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