Methanol → Dimethyl 2,4-dichloroisophthaloate

HRID 2395556Notes

Reaction equation

HRID 2395556 reaction equation
[Cl:1][C:2]1[C:10]([C:11]([O:13][CH3:14])=[O:12])=[C:9]([Cl:15])[CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH3:16][OH:17]>>[Cl:1][C:2]1[C:10]([C:11]([O:13][CH3:14])=[O:12])=[C:9]([Cl:15])[CH:8]=[CH:7][C:3]=1[C:4]([O:17][CH3:16])=[O:5]

Participants

3

Reactant 2

HCID 887MethanolHCID 189891562,4-Dichloro-3-methoxycarbonylbenzoylchloride

Product 1

HCID 18989135Dimethyl 2,4-dichloroisophthaloate

Procedure

2,4-Dichloro-3-methoxycarbonylbenzoylchloride (34.76 g) was stirred and heated under reflux with methanol for 15 hours. After cooling, the solvent was evaporated and the residue recrystallised from cyclohexane to give dimethyl 2,4-dichloroisophthaloate (16.04 g) as a beige solid, NMR (DMSO D6) δ3.87 (3H,s), 3.94 (3H,s), 7.74 (1H,d), 7.94 (1H,d).

Workup

  1. temperatureheated
  2. temperatureAfter cooling
  3. customthe solvent was evaporated
  4. customthe residue recrystallised from cyclohexane

Sources & evidence

ORD record
ord-50de8a8e5889458aa897d22b26e783fe
Source dataset
uspto-grants-1996_02
Patent number
US05489570

Reaction notes

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