Hydrochloric Acid → HCID 178447936, compound

HRID 1463010Notes

Reaction equation

HRID 1463010 reaction equation
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C:10]2[N:15]=[CH:14][C:13]([C:16]([O:18]CC)=[O:17])=[CH:12][N:11]=2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].C(O)C.[OH-].[Na+].Cl>O>[CH2:1]([C@H:4]1[CH2:5][CH2:6][C@H:7]([C:10]2[N:11]=[CH:12][C:13]([C:16]([OH:18])=[O:17])=[CH:14][N:15]=2)[CH2:8][CH2:9]1)[CH2:2][CH3:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 178447934HCID 178447934, compound

Product 1

HCID 178447936HCID 178447936, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

35.6 g of crude ethyl trans-2-(4-propylcyclohexyl)-5-pyrimidinecarboxylate are treated with 62 ml of ethanol and a solution of 46.6 g of sodium hydroxide in 312 ml of water and heated to boiling for 1 hour. After cooling, the mixture is acidified with 220 ml of half-concentrated hydrochloric acid, left to stand for 1 hour in an ice-bath and then suction filtered. The material on the suction filter is washed with water and dried in vacuo at 50° C. over potassium hydroxide. For purification, the crude product is recrystallized from dioxan/water. There is obtained trans-2-(4-propylcyclohexyl)-5-pyrimidinecarboxylic acid; m.p. 184°-185.5° C.

Workup

  1. temperatureAfter cooling
  2. waitleft
  3. waitto stand for 1 hour in an ice-bath
  4. filtrationsuction filtered
  5. filtrationThe material on the suction filter
  6. washis washed with water
  7. dry with materialdried in vacuo at 50° C. over potassium hydroxide
  8. customFor purification
  9. customthe crude product is recrystallized from dioxan/water

Sources & evidence

ORD record
ord-f8bddfb5c7cc426ab4c7f303b5b934de
Source dataset
uspto-grants-1984_07
Patent number
US04462923

Reaction notes

Loading…