Acetone → 1-Octyn-3-one

HRID 1776454Notes

Reaction equation

HRID 1776454 reaction equation
[CH:1]#[C:2][CH:3]([OH:9])[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].CC(C)=O.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[K+].[K+].S(=O)(=O)(O)O>O>[CH:1]#[C:2][C:3](=[O:9])[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

6

Reactant 4

HCID 180AcetoneHCID 1118Sulfuric AcidHCID 131661-Octyn-3-olHCID 24502Potassium Dichromate

Product 1

HCID 111262491-Octyn-3-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

A 1500-mL reactor is loaded with 25.24 g (200 mmoles) i.e. 29.1 mL of 1-octyn-3-ol, 600 mL of acetone and 90 mL of water. Accompanied by vigorous stirring a solution of 29.4 g (100 mmoles) of potassium dichromate of (RN 7778-50-9) in 300 mL of water and 22 mL of sulphuric acid is added over 1 hour 30 minutes. The coloration changes from orange to green. At the end, stirring is continued for another 30 minutes then 1000 mL of water is added also over 30 minutes.

Sources & evidence

ORD record
ord-a43915ced440493fad337ab0820dfe3e
Source dataset
uspto-grants-2016_02
Patent number
US09265852B2

Reaction notes

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