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p-Toluenesulfonic acid → 2,5,5-Trimethyl-2-propyl-1,3-dioxane

HRID 61333
Notes
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Reaction equation

HRID 61333 reaction equation
[CH3:1][C:2](=[O:6])[CH2:3][CH2:4][CH3:5].[CH3:7][C:8]([CH3:13])([CH2:11]O)[CH2:9][OH:10].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:1][C:2]1([CH2:3][CH2:4][CH3:5])[O:10][CH2:9][C:8]([CH3:13])([CH3:11])[CH2:7][O:6]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 78952-PentanoneHCID 31344Neopentyl glycol

Product 1

HCID 794622,5,5-Trimethyl-2-propyl-1,3-dioxane

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-Pentanone, 2,2-dimethyl-propane-1,3-diol, and a catalytic amount of p-toluenesulfonic acid (PTSA) were refluxed in toluene to provide a crude product. Distillation provided the product 2,5,5-trimethyl-2-propyl-[1,3]dioxane.

Workup

  1. customto provide a crude product
  2. distillationDistillation

Sources & evidence

ORD record
ord-e5d10747c1d04c2695967de07f2120ed
Source dataset
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09441185B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes