Methanol → Dimethyl 2,6-dichloroterephthalate

HRID 2356994

Reaction equation

HRID 2356994 reaction equation
[CH3:1]CCCCC.C[Si](C=[N+]=[N-])(C)C.[Cl:14][C:15]1[CH:23]=[C:22]([C:24]([OH:26])=[O:25])[CH:21]=[C:20]([Cl:27])[C:16]=1[C:17](O)=[O:18].[CH3:28][OH:29]>>[CH3:28][O:29][C:17](=[O:18])[C:16]1[C:15]([Cl:14])=[CH:23][C:22]([C:24]([O:26][CH3:1])=[O:25])=[CH:21][C:20]=1[Cl:27]

Participants

5

Reactant 4

HCID 887MethanolHCID 8058HexaneHCID 39047Benzenedicarboxylic acid, dichloro-HCID 167693Trimethylsilyldiazomethane

Product 1

HCID 7730227Dimethyl 2,6-dichloroterephthalate

Procedure

A hexane solution containing 2M trimethylsilyldiazomethane was added to the mixture of 500 mg of 2,6-dichloro-4-carboxybenzoic acid (Maybridge) and 15 ml of methanol until the end point of the reaction. The reaction mixture was concentrated and purified by silica gel chromatography (ethyl acetate/hexane) to obtain the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by silica gel chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-847658e543814389801110133c1b3f2a
Source dataset
uspto-grants-2010_07
Patent number
US07759388B2

Linked notes

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