tert-Butanol → Tert-butyl 3-oxopentanoate

HRID 495210Notes

Reaction equation

HRID 495210 reaction equation
[OH:1][C:2](=[C:5]1[C:10](=[O:11])[O:9][C:8]([CH3:13])([CH3:12])OC1=O)[CH2:3][CH3:4].[CH3:15]C(O)(C)C>C1C=CC=CC=1>[O:1]=[C:2]([CH2:3][CH3:4])[CH2:5][C:10]([O:9][C:8]([CH3:12])([CH3:13])[CH3:15])=[O:11]

Participants

4

Reactant 2

HCID 6386tert-ButanolHCID 547061775-(1-Hydroxypropylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Product 1

HCID 11182898Tert-butyl 3-oxopentanoate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 5-(1-hydroxypropylidene)-2,2 dimethyl-1,3-dioxane-4,6-dione (18.2 g, 69.4 mmol), tBuOH (19.9 ml, 208 mmol) and benzene (400 ml) was heated at reflux for 6 hours. Concentration in vacuo gave a red liquid.

Workup

  1. temperatureat reflux for 6 hours
  2. concentrationConcentration in vacuo
  3. customgave a red liquid

Sources & evidence

ORD record
ord-6cc8a5517af54501b9a98e1722804619
Source dataset
uspto-grants-2009_05
Patent number
US07538231B2

Reaction notes

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