Dimethyl Sulfoxide → 3-(2-Chlorophenyl)propanal

HRID 962912Notes

Reaction equation

HRID 962912 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][OH:11].C(N(CC)CC)C.CS(C)=O.[NH+]1C=CC=CC=1>C(OCC)(=O)C.CCCCCC>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH:10]=[O:11]

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 2219703-(2-chlorophenyl)propan-1-olHCID 4989215Pyridinium

Product 1

HCID 218597263-(2-Chlorophenyl)propanalYield 43%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Using the procedure of Stage B of Preparation 9, 1 g of the product of Stage B and 2.5 ml of triethylamine, 1.75 ml of dimethyl sulfoxide and 2.8 g of pyridinium sulfotrioxide complex were reacted to obtain after chromatography on silica, eluant: ethyl acetate-hexane (1-9), 425 mg (43%) of the desired product.

Workup

  1. customwere reacted
  2. customto obtain after chromatography on silica, eluant

Sources & evidence

ORD record
ord-3456d2ccd3a74ff7880187def22eb226
Source dataset
uspto-grants-1998_06
Patent number
US05760233

Reaction notes

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