Phosgene → Terephthaloyl chloride

HRID 34889

Reaction equation

HRID 34889 reaction equation
[C:1]([O:13]C)(=O)[C:2]1[CH:11]=[CH:10][C:5](C(OC)=O)=[CH:4][CH:3]=1.C1(P(=O)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:35]([Cl:38])(Cl)=[O:36].[Cl-:39].C(OC)(=O)C1C=CC(C([O-])=O)=CC=1>>[C:35]([Cl:38])(=[O:36])[C:5]1[CH:10]=[CH:11][C:2]([C:1]([Cl:39])=[O:13])=[CH:3][CH:4]=1

Participants

5

Reactant 4

HCID 6371PhosgeneHCID 8441Dimethyl terephthalate2×HCID 13097Triphenylphosphine OxideHCID 22493623Monomethyl terephthalate chloride

Product 1

HCID 7488Terephthaloyl chloride

Procedure

A mixture of 150 g of dimethyl terephthalate and 7 g of triphenylphosphine oxide was gassed with phosgene as in Example 1. After 5 hours, the reaction mixture contained only 1.3% of dimethyl terephthalate and 1.3% of methyl terephthalate chloride. After 6-7 hours, the conversion was complete and terephthalic acid dichloride was obtained (>99% pure).

Workup

  1. waitAfter 6-7 hours

Sources & evidence

ORD record
ord-de778bd5a94840fab6944b517c1fb071
Source dataset
uspto-grants-1988_08
Patent number
US04764310

Linked notes

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