Hydrochloric Acid → 4-(5-Decylpyrimidin-2-yl)benzoic acid

HRID 1195097Notes

Reaction equation

HRID 1195097 reaction equation
[CH2:1]([C:11]1[CH:12]=[N:13][C:14]([C:17]2[CH:22]=[CH:21]C(C#N)=[CH:19][CH:18]=2)=[N:15][CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].CCOCC[O:30][CH2:31][CH3:32].[OH-:33].[K+].Cl>O>[CH2:1]([C:11]1[CH:12]=[N:13][C:14]([C:17]2[CH:22]=[CH:21][C:32]([C:31]([OH:30])=[O:33])=[CH:19][CH:18]=2)=[N:15][CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 12375Ethylene glycol diethyl etherHCID 14797Potassium HydroxideHCID 53926678HCID 53926678, compound

Product 1

HCID 146458194-(5-Decylpyrimidin-2-yl)benzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5-n-Decyl-2-(4'-cyanophenyl)pyrimidine (2.0 g) was refluxed together with diethyl glycol (15 ml) and potassium hydroxide (1.0 g) for 1 day. The reaction mixture was poured in a mixed solution of water (100 ml) and concentrated hydrochloric acid (50 ml) and the mixture was stirred for half a day under heating. The precipitated crystal was collected and washed with water and then recrystallized from ethanol to obtain the titled compound (2.0 g).

Workup

  1. temperatureunder heating
  2. customThe precipitated crystal was collected
  3. washwashed with water
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-1fb8381b475d49c6a646da97dc504023
Source dataset
uspto-grants-1992_05
Patent number
US05110496

Reaction notes

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