3,5-Dichlorobenzoic acid → Methyl 3,5-dichlorobenzoate

HRID 1924429Notes

Reaction equation

HRID 1924429 reaction equation
[CH3:1][Si](C=[N+]=[N-])(C)C.[Cl:8][C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([Cl:18])[CH:17]=1)[C:12]([OH:14])=[O:13]>C(Cl)Cl.CO>[Cl:8][C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([Cl:18])[CH:17]=1)[C:12]([O:14][CH3:1])=[O:13]

Participants

5

Reactant 2

HCID 58113,5-Dichlorobenzoic acidHCID 167693Trimethylsilyldiazomethane

Product 1

HCID 76192Methyl 3,5-dichlorobenzoate

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

Trimethylsilyldiazomethane (2M/ether, 3.5 mL) was added slowly to a solution of 3,5-dichlorobenzoic acid (2-C) (955 mg, 5.0 mmol) in methylene chloride (5.0 mL) and methanol (2.0 mL) until the yellow color persisted. After stirring for 10 min, the mixture was evaporated in vacuo to give methyl 3,5-dichlorobenzoate (2-D).

Workup

  1. customthe mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-bc496e143b2e42fa9570410da8d643c9
Source dataset
uspto-grants-2012_05
Patent number
US08178546B2

Reaction notes

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