Sodium Thiosulfate → HCID 57691912, compound

HRID 550547Notes

Reaction equation

HRID 550547 reaction equation
[CH3:1][C:2]([C:8]1[N:12]([CH3:13])[C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:10][N:9]=1)([CH3:7])[CH2:3][CH2:4][CH2:5][OH:6].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[O-]S([O-])(=S)=O.[Na+].[Na+]>C(Cl)Cl>[CH3:7][C:2]([C:8]1[N:12]([CH3:13])[C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:10][N:9]=1)([CH3:1])[CH2:3][CH2:4][CH:5]=[O:6]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 159087TriacetoxyperiodinaneHCID 57691946HCID 57691946, compound

Product 1

HCID 57691912HCID 57691912, compoundYield 106.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 4-methyl-4-(4-methyl-5-phenyl-4H-1,2,4-triazol-3-yl)-1-pentanol (11 mg, 0.04 mmol) in DCM (0.5 ml) was added Dess Martin reagent (22 mg). The solution was stirred at r.t. for 2 h, then Na2S2O3 (68 mg) was added and the mixture stirred for 30 minutes more. The mixture was diluted in DCM and washed with water. The organic phase was recovered and dried over Na2SO4. After filtration, volatiles were evaporated in vacuo to give 11 mg of the title compound as pale yellow oil, which was used without further purification. MS (m/z): 258[MH]+.

Workup

  1. stirringthe mixture stirred for 30 minutes more
  2. washwashed with water
  3. customThe organic phase was recovered
  4. dry with materialdried over Na2SO4
  5. filtrationAfter filtration, volatiles
  6. customwere evaporated in vacuo

Sources & evidence

ORD record
ord-1793fa58e3644c088558382f27b40ef0
Source dataset
uspto-grants-2011_05
Patent number
US07947683B2

Reaction notes

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