Diazomethane → (+)-Methyl 2-(4-bromo-2-fluorophenyl)cyclopropanecarboxylate

HRID 1392720Notes

Reaction equation

HRID 1392720 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:10][CH:9]2[C:11]([OH:13])=[O:12])=[C:4]([F:14])[CH:3]=1.[N+](=[CH2:17])=[N-]>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:10][CH:9]2[C:11]([O:13][CH3:17])=[O:12])=[C:4]([F:14])[CH:3]=1

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 438103082-(4-Bromo-2-fluorophenyl)cyclopropane-1-carboxylic acid

Product 1

HCID 69157593(+)-Methyl 2-(4-bromo-2-fluorophenyl)cyclopropanecarboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (+)-2-(4-bromo-2-fluorophenyl)cyclopropanecarboxylic acid from step 7 (1 eq) in methylenechloride was added an ethereal solution of diazomethane until reaction is completed by TLC. The resulting mixture was concentrated. The crude ester was used as such in the next step.

Workup

  1. customuntil reaction
  2. concentrationThe resulting mixture was concentrated

Sources & evidence

ORD record
ord-5d3832655d794ff1aff3fa74ae65fa4c
Source dataset
uspto-grants-2008_03
Patent number
US07342024B2

Reaction notes

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