p-Toluenesulfonic acid → 2-p-Cyanophenyl-5-n-pentyl-4-methyl-1,3-dioxane

HRID 4489

Reaction equation

HRID 4489 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[CH:5][CH:4]=1)#[N:2].O[CH2:12][CH:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:14]([OH:16])[CH3:15].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]2[O:16][CH:14]([CH3:15])[CH:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:12][O:8]2)=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 660424-CyanobenzaldehydeHCID 135261013-Hydroxymethyl-2-octanol

Product 1

HCID 201509742-p-Cyanophenyl-5-n-pentyl-4-methyl-1,3-dioxane

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 0.1 mol of p-cyanobenzaldehyde, 0.1 mol of 3-hydroxymethyl-2-octanol, 200 ml of benzene and 150 mg of p-toluenesulfonic acid is boiled under a water separator until the reaction is complete. Usual working-up gives 2-p-cyanophenyl-5-n-pentyl-4-methyl-1,3-dioxane.

Sources & evidence

ORD record
ord-f338593bb42141e5a94468c5d011ca54
Source dataset
uspto-grants-1988_02
Patent number
US04726911

Linked notes

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