Hydrochloric Acid → HCID 77231127, compound

HRID 877377Notes

Reaction equation

HRID 877377 reaction equation
C([O:3][CH:4](OCC)[C:5]1[N:6]=[N:7][N:8]([CH2:10][Si:11]([CH3:14])([CH3:13])[CH3:12])[CH:9]=1)C.Cl.CCOCC>C1COCC1.O>[CH3:14][Si:11]([CH2:10][N:8]1[CH:9]=[C:5]([CH:4]=[O:3])[N:6]=[N:7]1)([CH3:12])[CH3:13]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 67168825HCID 67168825, compound

Product 1

HCID 77231127HCID 77231127, compoundYield 91.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-(diethoxymethyl)-1-[(trimethylsilyl)methyl]-1H-1,2,3-triazole (1.620 mg, 6.290 mmol) in 10.0 ml of THF was added 2.0N HCl in Et2O (9.44 ml, 18.88 mmol), and the mixture was stirred at RT for 15 min. The reaction mixture was diluted with water and extracted with EtOAc. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuum to give the crude title compound as a light yellow liquid (1.050 g, 91% crude). ES-MS [M+1]+: 184.1. This intermediate was carried over to the next step without further purifications and characterizations.

Workup

  1. extractionextracted with EtOAc
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated in vacuum

Sources & evidence

ORD record
ord-a82cea9f8e324c90aaaeb422c29f6ec9
Source dataset
uspto-grants-2015_03
Patent number
US08987310B2

Reaction notes

Loading…