Triacetoxyperiodinane → (6-Methoxy-quinolin-3-ylsulfanyl)-acetaldehyde

HRID 2279372Notes

Reaction equation

HRID 2279372 reaction equation
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[CH3:23][O:24][C:25]1[CH:26]=[C:27]2[C:32](=[CH:33][CH:34]=1)[N:31]=[CH:30][C:29]([S:35][CH2:36][CH2:37][OH:38])=[CH:28]2>ClCCl>[CH3:23][O:24][C:25]1[CH:26]=[C:27]2[C:32](=[CH:33][CH:34]=1)[N:31]=[CH:30][C:29]([S:35][CH2:36][CH:37]=[O:38])=[CH:28]2

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 667475602-(6-Methoxy-quinolin-3-ylsulfanyl)-ethanol

Product 1

HCID 86662005(6-Methoxy-quinolin-3-ylsulfanyl)-acetaldehyde

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dess-Martin periodinane (400 mg, 0.94 mmol, 2.0 eq) is added at 0° C. to a stirred solution of 2-(6-methoxy-quinolin-3-ylsulfanyl)-ethanol (130 mg, 0.55 mmol, 1.0 eq) in dichloromethane (5 mL). The reaction mixture is stirred at room temperature for 1 hour, concentrated to give a crude product that is directly engaged in the next step (130 mg, 100%).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-6072552dcca74a248e2672b91bdf5f98
Source dataset
uspto-grants-2015_09
Patent number
US09133219B2

Reaction notes

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