p-Toluenesulfonic acid → HCID 178442092, compound

HRID 542694Notes

Reaction equation

HRID 542694 reaction equation
[CH2:1]([CH:4]([CH2:7][OH:8])[CH2:5][OH:6])[CH2:2][CH3:3].[CH2:9]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2[S:24][C:23]([CH:25]=O)=[CH:22][CH:21]=2)=[CH:16][N:15]=1)[CH2:10][CH2:11][CH2:12][CH3:13].C(C1C=CC(C2SC=CC=2)=CN=1)CCCC.C1(C)C=CC(S(O)(=O)=O)=CC=1>O.C1(C)C=CC=CC=1>[CH2:9]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2[S:24][C:23]([C@H:25]3[O:8][CH2:7][C@H:4]([CH2:1][CH2:2][CH3:3])[CH2:5][O:6]3)=[CH:22][CH:21]=2)=[CH:16][N:15]=1)[CH2:10][CH2:11][CH2:12][CH3:13]

Participants

7

Reactant 4

HCID 6101p-Toluenesulfonic acidHCID 70211562-propylpropane-1,3-diolHCID 202067512-(2-Pentyl-5-pyridyl)-thiopheneHCID 202067945-(2-Pentyl-5-pyridyl)-2-formyl-thiophene

Product 1

HCID 178442092HCID 178442092, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

A mixture of 1.2 g of 2-propylpropane-1,3-diol, 2.59 g of 5-(2-pentyl-5-pyridyl)-2-formyl-thiophene (obtainable by formylation of 5-(2-pentyl-5-pyridyl)-thiophene via a Vilsmeier reaction), 0.01 g of p-toluenesulfonic acid and 15 ml of toluene is boiled for 3 hours, using a water separator, cooled, washed with water and evaporated. 5-(2-Pentyl-5-pyridyl)-2-(trans-5-propyl-1,3-dioxan-2-yl)-thiophene is obtained.

Workup

  1. temperaturecooled
  2. washwashed with water
  3. customevaporated

Sources & evidence

ORD record
ord-44e607f515a1407ba9fcd70b0374094a
Source dataset
uspto-grants-1987_04
Patent number
US04659503

Reaction notes

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