Potassium Carbonate → HCID 18977778, compound

HRID 2392978Notes

Reaction equation

HRID 2392978 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:10][N:9]=2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].Cl[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][OH:37]>CN(C=O)C>[CH2:14]([C:11]1[CH:12]=[N:13][C:8]([C:5]2[CH:4]=[CH:3][C:2]([O:1][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][OH:37])=[CH:7][CH:6]=2)=[N:9][CH:10]=1)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 900121-Octanol, 8-chloro-HCID 6040552-(4-Hydroxyphenyl)-5-octylpyrimidine

Product 1

HCID 18977778HCID 18977778, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

42.0 g (0.14 mol) of 2-(4-hydroxyphenyl)-5-octylpyrimidine are dissolved in 400 ml of DMF, and 38.7 g (0.28 mol) of K2CO3 and 36.0 g (0.21 mol) of 8-chlorooctan-1-ol are added. The mixture is subsequently heated at 100° C. with monitoring by TLC until the reaction is complete. The mixture is poured into 3 l of ice water, and the precipitated product is filtered off with suction, washed with water, dried under reduced pressure and recrystallized from cyclohexane.

Workup

  1. filtrationthe precipitated product is filtered off with suction
  2. washwashed with water
  3. customdried under reduced pressure
  4. customrecrystallized from cyclohexane

Sources & evidence

ORD record
ord-03663853b24e4dc6a1e6a2e47902691e
Source dataset
uspto-grants-1998_09
Patent number
US05804097

Reaction notes

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