Monomethyl terephthalate → Methyl 4-(chlorocarbonyl)benzoate

HRID 329753Notes

Reaction equation

HRID 329753 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][CH:6]=1)=[O:4].S(Cl)([Cl:16])=O>>[CH3:1][O:2][C:3]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([Cl:16])=[O:10])=[CH:7][CH:6]=1)=[O:4]

Participants

3

Reactant 2

HCID 15513Monomethyl terephthalateHCID 24386Thionyl Chloride

Product 1

HCID 81850Methyl 4-(chlorocarbonyl)benzoate

Conditions

Temperature
40 °C

Procedure

A suspension of 5 g of the acid, prepared in section (a) above, in 50 cm3 of thionyl chloride is heated for 3 hours at 40° C. At the end of the reaction, the reaction medium is homogenized and the solution is concentrated under reduced pressure. The expected acid chloride crystallizes in the form of pink flakes. The yield is quantitative. This solid is employed directly for the condensation reaction.

Workup

  1. customAt the end of the reaction
  2. concentrationthe solution is concentrated under reduced pressure
  3. customThe expected acid chloride crystallizes in the form of pink flakes
  4. customThis solid is employed directly for the condensation reaction

Sources & evidence

ORD record
ord-1f5113ba3db74982b273108e799e8e4e
Source dataset
uspto-grants-1990_01
Patent number
US04892940

Reaction notes

Loading…