Undecylenic Acid → HCID 86606463, compound

HRID 1190792Notes

Reaction equation

S(Cl)([Cl:3])=O.[C:5]([OH:17])(=O)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH:14]=[CH2:15]>>[C:5]([Cl:3])(=[O:17])[CH:6]=[CH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH:14]=[CH2:15]

Participants

Reactant 2

HCID 5634Undecylenic Acid

HCID 24386Thionyl Chloride

Product 1

HCID 86606463HCID 86606463, compoundYield 88%

Procedure

Thionyl chloride (25.6 ml, 0.36 mole) was added to undec-10-enoic acid (62.6 grams, 0.34 mole) over a period of 45 minutes, while stirring and the resulting mixture was thereafter refluxed for 2 hours. The acyl chloride was then removed under reduced pressure (102° C./2 mm Hg), to give Compound 55 (see, Scheme 30 below) in 88% yield.

Workup

temperaturethe resulting mixture was thereafter refluxed for 2 hours
customThe acyl chloride was then removed under reduced pressure (102° C./2 mm Hg)

Sources & evidence

ORD record: ord-07de965992ea49c1a8fd01f73e20492d
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680062B2

Reaction notes

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