Ethylene Glycol → 2-(2-Bromophenyl)-1,3-dioxolane

HRID 53356

Reaction equation

[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[CH2:10](O)[CH2:11][OH:12].C1(C)C=CC(S(O)(=O)=O)=CC=1.O.C1(C)C=CC=CC=1>>[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]1[O:12][CH2:11][CH2:10][O:5]1

Participants

Reactant 4

HCID 174Ethylene Glycol

HCID 1140Toluene

HCID 811292-Bromobenzaldehyde

HCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 5535342-(2-Bromophenyl)-1,3-dioxolane

Procedure

A 12 L 3-necked flask fitted with an overhead stirrer was charged with 2-bromobenzaldehyde (800 g, 4.324 moles), ethylene glycol (402.6 g, 6.485 moles), p-toluenesulfonic acid·H2O (3.95 g, 0.021 moles) and toluene (3.785 kg, 41.074 moles).

Workup

customA 12 L 3-necked flask fitted with an overhead stirrer

Sources & evidence

ORD record: ord-d9a0f3d8f7324362b0f38c8dd31215ac
Source dataset: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05618946

Linked notes

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