2,4,6-Trimethoxybenzaldehyde → 2,4,6-Trimethoxy-4'-[(3-tetrahydropyranyloxy)-1-propylsulfonyl]stilbene

HRID 440196Notes

Reaction equation

HRID 440196 reaction equation
CN(C)C1C=CC(C=CC2C=CC(S(CC[CH2:22][O:23]C(C3CCCOC3)=O)(=O)=O)=CC=2)=CC=1.[CH3:33][C:34]1[CH:39]=[CH:38][C:37]([S:40]([CH2:43][CH2:44][CH2:45][O:46][CH:47]2[CH2:52][CH2:51][CH2:50]CO2)(=[O:42])=[O:41])=[CH:36][CH:35]=1.[CH3:53][O:54][C:55]1[CH:62]=[C:61]([O:63][CH3:64])[CH:60]=[C:59]([O:65][CH3:66])[C:56]=1[CH:57]=O>ClCCl.C(OCC)(=O)C>[CH3:53][O:54][C:55]1[CH:62]=[C:61]([O:63][CH3:64])[CH:60]=[C:59]([O:65][CH3:66])[C:56]=1[CH:57]=[CH:33][C:34]1[CH:35]=[CH:36][C:37]([S:40]([CH2:43][CH2:44][CH2:45][O:46][CH:47]2[CH2:52][CH2:51][CH2:50][O:23][CH2:22]2)(=[O:41])=[O:42])=[CH:38][CH:39]=1

Participants

5

Reactant 3

HCID 700192,4,6-TrimethoxybenzaldehydeHCID 220761783-(4-Methylphenyl)sulfonyl-1-tetrahydropyranyloxypropaneHCID 867494844-Dimethylamino-4'-[(3-tetrahydropyranoyloxy)-1-propylsulfonyl]stilbene

Product 1

HCID 540290412,4,6-Trimethoxy-4'-[(3-tetrahydropyranyloxy)-1-propylsulfonyl]stilbene

Reagents, catalysts & solvents 1

HCID 21226138Dichloromethane ethylacetateSolvent

Procedure

As in Example 3a 2.98 g (10 mmol) of 2a and 2.16 g (11 mmol) of 2,4,6-trimethoxybenzaldehyde give, after column chromatography [silica gel; dichloromethane/ethyl acetate mixtures], 1.28 g (27%) of yellow oil.

Sources & evidence

ORD record
ord-8bbe27ad87244268ad31b455c3df4573
Source dataset
uspto-grants-1996_05
Patent number
US05517350

Reaction notes

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