Hydrochloric Acid → HCID 22451127, compound

HRID 2185624Notes

Reaction equation

HRID 2185624 reaction equation
[Cl:1][C:2]1[CH:17]=[C:16]([F:18])[C:15]([N+:19]([O-:21])=[O:20])=[CH:14][C:3]=1[O:4][CH:5]([CH2:11][CH2:12]Br)[C:6]([O:8][CH2:9][CH3:10])=[O:7].CC(C)([O-])C.[K+].Cl>C1COCC1>[Cl:1][C:2]1[CH:17]=[C:16]([F:18])[C:15]([N+:19]([O-:21])=[O:20])=[CH:14][C:3]=1[O:4][C:5]1([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 22451128HCID 22451128, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 22451127HCID 22451127, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution containing the obtained ethyl 2-(2-chloro-4-fluoro-5-nitrophenoxy)-4-bromobutanoate (1 equivalent) in THF is added potassium t-butoxide (1 equivalent) at −15° C. and the mixture is stirred. After warming the reaction solution up to room temperature, to the solution is added aqueous diluted hydrochloric acid and extracted with ethyl acetate. After concentrating the organic layer, the residue is subjected to chromatography to give ethyl 1-(2-chloro-4-fluoro-5-nitrophenoxy)cyclopropanecarboxylate.

Workup

  1. extractionextracted with ethyl acetate
  2. concentrationAfter concentrating the organic layer

Sources & evidence

ORD record
ord-a64ebb4ddf5146509d461500d05e956f
Source dataset
uspto-grants-2002_06
Patent number
US06403534B1

Reaction notes

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