p-Toluenesulfonic acid → 2-(4'-Bromophenyl)-5-n-octyl-1,3-dioxane

Reaction equation

[CH2:1]([CH:9]([CH2:12][OH:13])[CH2:10][OH:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[Br:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[Br:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]2[O:11][CH2:10][CH:9]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH2:12][O:13]2)=[CH:17][CH:16]=1

Participants

Reactant 3

HCID 6101p-Toluenesulfonic acid

HCID 707414-Bromobenzaldehyde

HCID 3160622-Octylpropane-1,3-diol

Product 1

HCID 129249672-(4'-Bromophenyl)-5-n-octyl-1,3-dioxane

Procedure

Quantities: compound from Example 9 (48.3 g, 0.26 mol), 4-bromobenzaldehyde (46.5 g, 0.25 mol) and 4-toluenesulphonic acid (150 mg). The experimental procedure was as described in Example 11.

Sources & evidence

ORD record: ord-9d49a6bf75de440f9b9b88a06cf01cf3
Source dataset: uspto-grants-1997_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05683623

Reaction notes

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