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

HRID 1294390Notes

Reaction equation

HRID 1294390 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-f37aadaa08774703a1471ec380b5d890
Source dataset
uspto-grants-2007_07
Patent number
US07238706B2

Reaction notes

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