Ethyl Acetate → HCID 67067424, compound

HRID 1009412Notes

Reaction equation

HRID 1009412 reaction equation
[NH2:1][NH2:2].[Cl:3][CH2:4][CH2:5][CH2:6][C:7]([C:20]#[N:21])([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)[C:8](OCC)=[O:9].C(OCC)(=O)C.O.C(=O)(O)[O-].[Na+]>C(O)C>[Cl:3][CH2:4][CH2:5][CH2:6][C:7]([C:20]#[N:21])([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)[C:8]([NH:1][NH2:2])=[O:9]

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 9321HydrazineHCID 67067224HCID 67067224, compoundHCID 86585896Sodium bicarbonate water

Product 1

HCID 67067424HCID 67067424, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine (340 mg) was added to a solution of ethyl 5-chloro-2-cyano-2-(4-fluorophenyl)pentanoate (300 mg) in ethanol (3 mL), and the reaction solution was stirred at room temperature for 40 minutes. Ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was filtered through a silica gel, and the filtrate was concentrated under reduced pressure to obtain a crude product of 5-chloro-2-cyano-2-(4-fluorophenyl)pentanoic acid hydrazide.

Workup

  1. customthe organic layer was separated
  2. filtrationThe resulting organic layer was filtered through a silica gel
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1aca96ed0a10445f928eba9a5e2237bc
Source dataset
uspto-grants-2011_07
Patent number
US07973033B2

Reaction notes

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