Acetyl chloride → Benzoic anhydride

HRID 2396398

Reaktionsgleichung

Reaktionsgleichung von HRID 2396398
[C:1]([O:4][C:5](=[O:7])[CH3:6])(=[O:3])[CH3:2].C(OC(=O)C=C)(=O)C=C.C(Cl)(=O)C(C)(C)C.C(Cl)(=O)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27]C=1.C(Cl)(=O)C.[CH3:37][C:38](C)(C)[C:39]([CH2:41][C:42](C)(C)C(Cl)=O)=O>>[C:1]([O:4][C:5](=[O:7])[C:6]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:25]=1)(=[O:3])[C:2]1[CH:42]=[CH:41][CH:39]=[CH:38][CH:37]=1

Komponenten

7

Versuchsvorschrift

As seen below, benzoyl chloride, acetyl chloride and pivaloyl chloride were tested for use in the present invention. The best results were obtained with benzoyl chloride, which provided a yield of the acrylic anhydride of 77.2%. Acetyl chloride gave a less preferred product mixture that comprised 50% mixed anhydride, 25% acetic anhydride and 25% acrylic anhydride; the pivaloyl chloride reaction also gave a less preferred product mixture that comprised 50% mixed anhydride, 30% pivaloyl anhydride and 20% acrylic anhydride, based on gas chromatographic analysis. Benzoyl chloride is also more preferred than acetyl chloride and trimethyacetyl (pivaloyl) chloride, because the benzoyl chloride reaction yields benzoic anhydride which has a much greater boiling point than acrylic anhydride, facilitating the separation of the acrylic anhydride.

Aufarbeitung

  1. customalso gave a less preferred product mixture that comprised 50%

Quellen und Nachweise

ORD-Eintrag
ord-cc463f6abaad48b9a0e88db179428b24
Quelldatensatz
uspto-grants-1996_02
Patentnummer
US05491244

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