Oxalyl chloride → 6-Heptenoyl chloride

HRID 76910

Reaktionsgleichung

Reaktionsgleichung von HRID 76910
[C:1]([OH:9])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH:6]=[CH2:7].C(Cl)(=O)C([Cl:13])=O>C(Cl)Cl.CN(C=O)C>[C:1]([Cl:13])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH:6]=[CH2:7]

Komponenten

5

Edukt 2

HCID 65578Oxalyl chlorideHCID 707056-Heptenoic acid

Produkt 1

HCID 108556156-Heptenoyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 6-heptenoic acid (251 μL, 1.85 mmol) in CH2Cl2 (5 mL) at rt was added oxalyl chloride (476 μL, 5.55 mmol) and DMF (1 drop). After stirring for 1 hr, the reaction mixture was concentrated under reduced pressure and put under high vacuum for 15 min. The residual yellow oil was dissolved in CH2Cl2 (3 mL) and used as a stock solution (0.62M) for the subsequent acylation reactions.

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. waitput under high vacuum for 15 min
  3. dissolutionThe residual yellow oil was dissolved in CH2Cl2 (3 mL)

Quellen und Nachweise

ORD-Eintrag
ord-f83d34427ecc4f969b904b95bb6636c5
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835693B2

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