Triacetoxyperiodinane → 5-(Methylsulfonyl)-[1,1'-biphenyl]-2-carbaldehyde

HRID 1499242Notes

Reaction equation

HRID 1499242 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([CH2:17][OH:18])=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:10]=1)(=[O:4])=[O:3].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[CH3:1][S:2]([C:5]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]([CH:17]=[O:18])=[CH:7][CH:6]=1)(=[O:3])=[O:4]

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 1179420385-(Methylsulfonyl)[1,1'-biphenyl]-2-methanol

Product 1

HCID 1179420475-(Methylsulfonyl)-[1,1'-biphenyl]-2-carbaldehyde

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (5-(methylsulfonyl)-[1,1′-biphenyl]-2-yl)methanol (1 g, 3.8 mmol) in CH2Cl2 (50 mL) was added Dess-Martin periodinane (2.4 g, 5.71 mmol). The reaction was stirred for 2 h at RT, then concentrated in vacuo and purified directly on normal phase silica gel to provide 5-(methylsulfonyl)-[1,1′-biphenyl]-2-carbaldehyde as a white solid.

Workup

  1. concentrationconcentrated in vacuo
  2. custompurified directly on normal phase silica gel

Sources & evidence

ORD record
ord-f3b08ec6f03d44b99953b8329fc8cf6a
Source dataset
uspto-grants-2015_12
Patent number
US09199994B2

Reaction notes

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