Dimethyl Sulfoxide → HCID 19898708, compound

HRID 1196564Notes

Reaction equation

HRID 1196564 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH:21]([OH:23])[CH3:22].CS(C)=O.C(Cl)(=O)C(Cl)=O>C(N(CC)CC)C>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21](=[O:23])[CH3:22]

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 65578Oxalyl chlorideHCID 19898683HCID 19898683, compound

Product 1

HCID 19898708HCID 19898708, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The above alcohol was oxidised under Swern conditions (dimethyl sulphoxide, 0.615 g; oxalyl chloride, 0.38 ml; triethylamine, 2.74 ml) to give after column chromatography 11-(2-quinolinyloxy)undecan-2-one (0.96 g).

Sources & evidence

ORD record
ord-a1109942865c44d3bd7b9fb74229bc19
Source dataset
uspto-grants-1992_05
Patent number
US05114940

Reaction notes

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