Oxalyl chloride → 2-Octylcycloprop-2-ene-1-carbonyl chloride

HRID 840085Notes

Reaction equation

HRID 840085 reaction equation
[CH2:1]([C:9]1[CH:10]([C:12]([OH:14])=O)[CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C(Cl)(=O)C([Cl:18])=O>CCOCC>[CH2:1]([C:9]1[CH:10]([C:12]([Cl:18])=[O:14])[CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 12474700HCID 12474700, compound

Product 1

HCID 226216452-Octylcycloprop-2-ene-1-carbonyl chlorideYield 85.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 2-octylcycloprop-2-ene-1-carboxylic acid (350 mg, 1.8 mmol) in ether was treated with 0.45 g (3.5 mmol) of oxalyl chloride at room temperature. The reaction mixture was stirred for one hour then stripped to give 330 mg of 2-octylcycloprop-2-ene-1-carbonyl chloride.

Sources & evidence

ORD record
ord-3e917755f873453e9da0451521c08301
Source dataset
uspto-grants-2002_04
Patent number
US06365549B2

Reaction notes

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