p-Toluenesulfonic acid → Difluoromethoxy-(5-propyl-1,3-dioxan-2-yl)-benzene

HRID 274160

Reaction equation

HRID 274160 reaction equation
[F:1][CH:2]([F:12])[O:3][C:4]1[CH:11]=[CH:10][C:7](C=O)=[CH:6][CH:5]=1.C([C:15]([OH:19])([OH:18])CC)C.[CH3:20][C:21]1[CH:22]=[CH:23][C:24](S(O)(=O)=O)=C[CH:26]=1>C1(C)C=CC=CC=1>[F:12][CH:2]([F:1])[O:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:10][C:11]=1[CH:15]1[O:19][CH2:26][CH:21]([CH2:22][CH2:23][CH3:24])[CH2:20][O:18]1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 2736986p-(Difluoromethoxy)benzaldehydeHCID 21837878Pentane-3,3-diol

Product 1

HCID 19436343Difluoromethoxy-(5-propyl-1,3-dioxan-2-yl)-benzene

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

17.2 g of p-difluoromethoxybenzaldehyde (commercially available from Fluorochem. Ltd. (GB)), 10.4 g of ethylpropanediol and 0.2 g of p-TsOH are heated to boiling for 2 hours in 100 ml of toluene. After evaporation of the solvent, the mixture is worked up as usual.

Workup

  1. customAfter evaporation of the solvent

Sources & evidence

ORD record
ord-de31af46edd74e718c7290b4cc720491
Source dataset
uspto-grants-1995_02
Patent number
US05389292

Linked notes

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