3-(3',4'-Dimethoxyphenyl)-1-propanol → 3-(3,4-DIMETHOXY-PHENYL)-PROPIONALDEHYDE

HRID 641853Notes

Reaction equation

HRID 641853 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][CH2:13][OH:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][CH:13]=[O:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

3

Reactant 1

HCID 775283-(3',4'-Dimethoxyphenyl)-1-propanol

Product 1

HCID 109214063-(3,4-DIMETHOXY-PHENYL)-PROPIONALDEHYDE

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 2.0 g (10.2 mmol) of the aldehyde prepared in step A in 40 ml CH2Cl2 is oxidised in the dark by the addition of 4.32 g (10.2 mmol) Dess-Marin periodinane. The reaction is complete after 30 minutes. The suspension formed is taken up into 50 ml CH2Cl2 and washed twice with sodium bicarbonate and 20% sodium thiosulphate solution. Concentration of the organic layer affords a beige crude product which is purified by chromatography (hexane/ethyl acetate) to yield a yellow oil.

Workup

  1. customThe suspension formed
  2. washwashed twice with sodium bicarbonate and 20% sodium thiosulphate solution

Sources & evidence

ORD record
ord-ae6ce9a1a74b42a5b6c9abdfec91116a
Source dataset
uspto-grants-2010_04
Patent number
US07696216B2

Reaction notes

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