Hydrochloric Acid → HCID 59649710, compound

HRID 2081079

Reaction equation

HRID 2081079 reaction equation
COC[O:4][C:5]1[CH:6]=[C:7]([C:12]2[N:13]=[N:14][N:15]([CH3:17])[CH:16]=2)[CH:8]=[CH:9][C:10]=1[CH3:11].Cl>O1CCCC1CCCO.O1CCOCC1>[CH3:11][C:10]1[CH:9]=[CH:8][C:7]([C:12]2[N:13]=[N:14][N:15]([CH3:17])[CH:16]=2)=[CH:6][C:5]=1[OH:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59649725HCID 59649725, compound

Product 1

HCID 59649710HCID 59649710, compound

Reagents, catalysts & solvents 2

HCID 130202-Furanpropanol, tetrahydro-SolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-(3-methoxymethoxy-4-methyl-phenyl)-1-methyl-1H-[1,2,3]triazol (0.57 g, 2.44 mmol) (from Example 20 supra) in tetrahydrofuran-2-propanol (1:1, 20 mL) was added HCl in dioxane (4 M, 8 mL) (Aldrich). The reaction mixture was stirred at room temperature for 2 days. The solution was concentrated. The residue was diluted with ethyl acetate, washed with saturated aqueous sodium bicarbonate solution and brine, dried (MgSO4) and concentrated. The residue was recrystallized from ethyl acetate-hexanes and dried to give 2-methyl-5-(1-methyl-1H-[1,2,3]triazol-4-yl)-phenol. (Yield 0.24 g, 52%).

Workup

  1. concentrationThe solution was concentrated
  2. additionThe residue was diluted with ethyl acetate
  3. washwashed with saturated aqueous sodium bicarbonate solution and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. customThe residue was recrystallized from ethyl acetate-hexanes
  7. customdried

Sources & evidence

ORD record
ord-2fe3fde0ac6d4c5c9ba4aa5954be6d82
Source dataset
uspto-grants-2011_04
Patent number
US07932390B2

Linked notes

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