Methanol → HCID 13022630, compound

HRID 1759325Notes

Reaction equation

HRID 1759325 reaction equation
O.[CH2:2]([N:9]1[C:13]([CH2:14][C:15]([OH:17])=[O:16])=[CH:12][N:11]=[C:10]1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.S(=O)(=O)(O)O.[CH3:29]O>>[CH2:2]([N:9]1[C:13]([CH2:14][C:15]([O:17][CH3:29])=[O:16])=[CH:12][N:11]=[C:10]1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 70511806HCID 70511806, compound

Product 1

HCID 13022630HCID 13022630, compound

Procedure

In 200 ml of methanol was dissolved 2.4 g of 1-benzyl-2-phenylimidazole-5-acetic acid monohydrate, and 1 ml of concentrated sulfuric acid was added to the solution. The mixture was boiled for 4 hours. The reaction solution was evaporated to dryness under reduced pressure, and 50 ml of water containing 3.4 g of sodium bicarbonate and 50 ml of chloroform were added to the residue for shaking. The chloroform layer was washed with water and evaporated to dryness under reduced pressure. The residue was dissolved in a small amount of ether, and hexane was added to the solution, thereby yielding 2 g of methyl 1-benzyl-2-phenylimidazole-5-acetate as colorless crystals, m.p. 78°-79° C.

Workup

  1. additionwas added to the solution
  2. customThe reaction solution was evaporated to dryness under reduced pressure, and 50 ml of water containing 3.4 g of sodium bicarbonate and 50 ml of chloroform
  3. additionwere added to the residue
  4. washThe chloroform layer was washed with water
  5. customevaporated to dryness under reduced pressure
  6. dissolutionThe residue was dissolved in a small amount of ether, and hexane
  7. additionwas added to the solution

Sources & evidence

ORD record
ord-858674e4f2664849809b7e64211c3492
Source dataset
uspto-grants-1982_07
Patent number
US04340598

Reaction notes

Loading…