Hydrochloric Acid → Di-t-butyl terephthalate

HRID 493041

Reaction equation

HRID 493041 reaction equation
[C:1](Cl)(=[O:11])[C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[C:13]([OH:17])([CH3:16])([CH3:15])[CH3:14].[OH2:18].Cl>N1C=CC=CC=1>[C:1]([O:11][C:2]([CH3:10])([CH3:3])[CH3:1])(=[O:18])[C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:17][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:7])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 6386tert-ButanolHCID 7488Terephthaloyl chloride

Product 1

HCID 316007Di-t-butyl terephthalate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Terephthaloyl dichloride (5.0 g: 24.6 mmol) was dissolved in 50 ml of dehydrated pyridine, and tert-butanol (4.0 g: 54.1 mmol) was added to the mixture. The reaction was carried out at a room temperature for 24 hours. The reaction mixture was poured into an iced water, and the resultant mixture was acidified by adding hydrochloric acid. The resultant precipitate was collected by filtration, washed with water, dried, and recrystallized from methanol to provide 6.1 g (21.9 mmol) of 1,4-di(tert-butyl) terephthalate.

Workup

  1. filtrationThe resultant precipitate was collected by filtration
  2. washwashed with water
  3. customdried
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-1a21f74801cf41179f0951bde25199ed
Source dataset
uspto-grants-2009_05
Patent number
US07534547B2

Linked notes

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