Diazomethane → HCID 90118665, compound

HRID 62900Notes

Reaction equation

HRID 62900 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:10]2[CH2:12][CH:11]2[CH2:13][C:14]([OH:16])=[O:15])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[N+](=[CH2:19])=[N-]>C1COCC1>[CH3:19][O:15][C:14](=[O:16])[CH2:13][CH:11]1[CH2:12][CH:10]1[C:4]1[CH:5]=[CH:6][C:7]([O:8][CH3:9])=[C:2]([F:1])[CH:3]=1

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 90118326[2-(3-Fluoro-4-methoxy-phenyl)-cyclopropyl]-acetic acid

Product 1

HCID 90118665HCID 90118665, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

After [2-(3-fluoro-4-methoxy-phenyl)-cyclopropyl]-acetic acid (0.075 g, 0.33 mmol) obtained in Step D was dissolved in THF (1 mL), diazomethane (2.7 ml, 0.66 mmol, 0.25M ether) was added thereto, and the mixture was stirred at room temperature for 2 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure and purified by column chromatography (eluent, EtOAc/Hex=1/2) to obtain the title compound (0.063 g, 79%).

Workup

  1. customAfter the termination of the reaction
  2. concentrationthe reactant was concentrated under reduced pressure
  3. custompurified by column chromatography (eluent, EtOAc/Hex=1/2)

Sources & evidence

ORD record
ord-554f8920f7084cfba07b9ca82ee43b9a
Source dataset
uspto-grants-2016_09
Patent number
US09447044B2

Reaction notes

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