p-Toluenesulfonic acid → HCID 178439712, compound

HRID 2231809Notes

Reaction equation

HRID 2231809 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C@H:9]2[CH2:14][CH2:13][C@H:12]([CH:15]=[O:16])[CH2:11][CH2:10]2)=[CH:5][C:4]=1[F:17])#[N:2].[CH2:18]([CH:21]([CH2:24]O)[CH2:22][OH:23])[CH2:19][CH3:20].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C@H:9]2[CH2:10][CH2:11][C@H:12]([CH:15]3[O:23][CH2:22][CH:21]([CH2:18][CH2:19][CH3:20])[CH2:24][O:16]3)[CH2:13][CH2:14]2)=[CH:5][C:4]=1[F:17])#[N:2]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 70211562-propylpropane-1,3-diolHCID 178509805HCID 178509805, compound

Product 1

HCID 178439712HCID 178439712, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 2.3 g of trans-4-(4-cyano-3-fluorophenyl)-cyclohexanecarbaldehyde, 1.2 g of 2-propylpropane-1,3-diol, 0.01 g of p-toluenesulfonic acid and 15 ml of toluene is boiled for 3 hours under a water separator and is cooled. Working up in the customary manner gives 2-[trans-4-(4-cyano-3-fluorophenyl)-cyclohexyl]-5-propyl-1,3-dioxane.

Workup

  1. temperatureseparator and is cooled

Sources & evidence

ORD record
ord-8a65b12856cc4f8f967008b65e9bb1ca
Source dataset
uspto-grants-1988_11
Patent number
US04784471

Reaction notes

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