Dimethyl Sulfoxide → HCID 15097581, compound

HRID 1651257Notes

Reaction equation

HRID 1651257 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]([CH2:21][OH:22])=[C:10]2[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=2)=[CH:5][CH:4]=1.C(Cl)(=O)C(Cl)=O.CS(C)=O>ClCCl>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]([CH:21]=[O:22])=[C:10]2[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 65578Oxalyl chlorideHCID 15097580HCID 15097580, compound

Product 1

HCID 15097581HCID 15097581, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7-Methoxy-1-(3-methoxyphenyl)-2-naphthalenemethanol (1.75 g) was oxidized using the reagent prepared as in Example 136 from oxalyl chloride (0.62 mL) and dimethylsulfoxide (0.9 mL) in dichloromethane (14 mL). The usual work up furnished 1.6 g of 7-methoxy-1-(3-methoxyphenyl)-2-naphthalenecarboxaldehyde.

Sources & evidence

ORD record
ord-68759b11c0fc4f31b774932232fdfcd1
Source dataset
uspto-grants-1990_05
Patent number
US04927838

Reaction notes

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