Dichloromethane → Terephthaloyl chloride

HRID 65890

Reaktionsgleichung

Reaktionsgleichung von HRID 65890
[C:1]([OH:12])(=[O:11])[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][CH:3]=1.[Cl:13][CH2:14]Cl.[C:16]([Cl:19])(Cl)=[O:17]>N1C=CC=CC=1>[C:6]([O:17][CH3:16])(=[O:8])[C:5]1[CH:4]=[CH:3][C:2]([C:1]([O:12][CH3:14])=[O:11])=[CH:10][CH:9]=1.[C:16]([Cl:19])(=[O:17])[C:5]1[CH:9]=[CH:10][C:2]([C:1]([Cl:13])=[O:12])=[CH:3][CH:4]=1

Komponenten

6

Edukt 3

HCID 6344Dichloromethane2×HCID 6371PhosgeneHCID 7489Terephthalic Acid

Produkt 2

HCID 7488Terephthaloyl chlorideHCID 8441Dimethyl terephthalate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel2×

Versuchsvorschrift

Following the general procedure of Example 9, but using more concentrated reaction media, a slurry of 8.22 parts terephthalic acid in 50 parts dry dichloromethane was added to a stirred mixture of 8.85 parts pyridine and 10.46 parts phosgene in 80 parts dry dichloromethane at 24° to 30° C. The ratio of equivalents of pyridine base/COOH acid group was 1.13. After carrying out the reaction and esterifying the resulting diacid chloride by the procedure as described in Example 1, a quantitative yield of dimethyl terephthalate was formed corresponding to a quantitative yield of terephthaloyl chloride formed initially in the reaction.

Aufarbeitung

  1. concentrationusing more concentrated
  2. customreaction media
  3. customthe reaction

Quellen und Nachweise

ORD-Eintrag
ord-b817d0b0a04245fc862259abd8f7a6b3
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04129594

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