Sodium Thiosulfate → HCID 68842108, compound

HRID 1784832Notes

Reaction equation

HRID 1784832 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:18]([C:20]2[CH:21]=[N:22][C:23]([O:26][CH3:27])=[CH:24][CH:25]=2)[OH:19])[CH:5]=[C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)[CH:7]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.C([O-])(O)=O.[Na+].[O-]S([O-])(=S)=O.[Na+].[Na+]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([C:18]([C:20]2[CH:21]=[N:22][C:23]([O:26][CH3:27])=[CH:24][CH:25]=2)=[O:19])[CH:5]=[C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)[CH:7]=1

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 159087TriacetoxyperiodinaneHCID 516892Sodium BicarbonateHCID 68843555HCID 68843555, compound

Product 1

HCID 68842108HCID 68842108, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To [3-bromo-5-(4-methoxy-benzyloxy)-phenyl]-(6-methoxy-pyridin-3-yl)-methanol in methylene chloride (5 mL) at room temperature was added Dess-Martin reagent. The resulting reaction mixture was stirred at room temperature for 1 h. Sat. NaHCO3 and Na2S2O3 were then added and the stirring was continued until both phases become clear. The organic phase was separated, dried and concentrated to provide [3-bromo-5-(4-methoxy-benzyloxy)-phenyl]-(6-methoxy-pyridin-3-yl)-methanone which was carried on to the next step without further purification.

Workup

  1. customThe resulting reaction mixture
  2. customThe organic phase was separated
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-2b65fbb62b1847dba2e7c16757c6dac1
Source dataset
uspto-grants-2009_03
Patent number
US07504401B2

Reaction notes

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