N,N-Dimethylaniline → Terephthaloyl chloride

HRID 65884

Reaktionsgleichung

Reaktionsgleichung von HRID 65884
[C:1]([OH:12])(=O)[C:2]1[CH:10]=[CH:9][C:5](C(O)=O)=[CH:4][CH:3]=1.CN(C)C1C=CC=CC=1.[C:22]([Cl:25])(Cl)=[O:23].C(OC)(=O)C1C=CC(C(OC)=O)=CC=1.[Cl:40]CCl>>[C:22]([Cl:25])(=[O:23])[C:5]1[CH:9]=[CH:10][C:2]([C:1]([Cl:40])=[O:12])=[CH:3][CH:4]=1

Komponenten

6

Edukt 5

HCID 949N,N-Dimethylaniline2×HCID 6344DichloromethaneHCID 6371PhosgeneHCID 7489Terephthalic AcidHCID 8441Dimethyl terephthalate

Produkt 1

HCID 7488Terephthaloyl chlorideAusbeute 90,2 %

Versuchsvorschrift

Following the general procedure in Example 1 for the preparation of the diacid chloride, 8.93 parts of terephthalic acid were added to a mixture of 16.47 parts of N,N-dimethyl aniline and 12.8 parts phosgene in 200 parts dry dichloromethane at 25° to 30° C. The ratio of equivalents of dimethylaniline base/COOH acid group was 1.26. After carrying out the reaction and esterifying the resulting diacid chloride by the procedure described in Example 1, 9.87 parts of a solid containing 95.4% dimethyl terephthalate was obtained corresponding to a 90.2% yield of theory of terephthaloyl chloride formed initially in the reaction.

Aufarbeitung

  1. customthe reaction

Quellen und Nachweise

ORD-Eintrag
ord-c7009643d5b64509bc1bfd31b8d2f380
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04129594

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