Toluene → HCID 178448156, compound

HRID 845008Notes

Reaction equation

HRID 845008 reaction equation
[CH2:1]([CH:4]([CH2:7][OH:8])[CH2:5][OH:6])[CH2:2][CH3:3].[CH:9]([C@@H:11]1[CH2:16][O:15][C@@H:14]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)[CH2:13][O:12]1)=O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC=CC=1>O>[CH3:24][O:23][C:20]1[CH:21]=[CH:22][C:17]([C@H:14]2[CH2:13][O:12][C@H:11]([C@H:9]3[O:8][CH2:7][C@H:4]([CH2:1][CH2:2][CH3:3])[CH2:5][O:6]3)[CH2:16][O:15]2)=[CH:18][CH:19]=1

Participants

6

Reactant 4

HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 70211562-propylpropane-1,3-diolHCID 86742254HCID 86742254, compound

Product 1

HCID 178448156HCID 178448156, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.2 g. 2-propylpropan-1,3-diol, 2.2 g. trans-5-formyl-2-p-methoxyphenyl-1,4-dioxane (obtainable by reaction of 1,1-ethylenedioxypropan-2,3-diol with p-methoxystyrene oxide and hydrolysis), 0.01 g. p-toluene sulphonic acid and 15 ml. toluene is boiled on a water separator for 3 hours, cooled, washed with water and evaporated. One obtains trans-2-p-methoxyphenyl-5-(trans-5-propyl-1,3-dioxan-2-yl)-1,4-dioxane.

Workup

  1. additionA mixture of 1.2 g
  2. temperaturecooled
  3. washwashed with water
  4. customevaporated

Sources & evidence

ORD record
ord-44484fb48e744bb7a766dece47ccaa75
Source dataset
uspto-grants-1988_07
Patent number
US04755323

Reaction notes

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