Acetylene → 1-Chloro-1-octen-3-one

HRID 262890Notes

Reaction equation

HRID 262890 reaction equation
[C:1](Cl)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH:9]#[CH:10].[Cl-:11].[Al+3].[Cl-].[Cl-]>>[Cl:11][CH:9]=[CH:10][C:1](=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 3

HCID 6326AcetyleneHCID 67340Hexanoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 545149151-Chloro-1-octen-3-oneYield 94%

Procedure

This compound is prepared according to the procedure of Price and Pappalardo [C. C. Price and J. A. Pappalardo, Org. Syn., 32, 27 (1952)] from hexanoyl chloride, acetylene, and aluminum chloride in 94% yield, bp 51°- 52° C. (0.1 mm); λ max 1680, 1595, 941 cm-1.

Workup

  1. customThis compound is prepared

Sources & evidence

ORD record
ord-43bd368edfb64105a1999087495062e5
Source dataset
uspto-grants-1979_05
Patent number
US04154954

Reaction notes

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