Sodium Hydroxide → 1-(4-Nitrophenyl)cyclopropanecarboxylic acid

HRID 714857Notes

Reaction equation

HRID 714857 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2([C:13]([O:15]CC)=[O:14])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[OH-].[Na+]>C(O)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:10]2([C:13]([OH:15])=[O:14])[CH2:12][CH2:11]2)=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67154748Ethyl 1-(4-nitrophenyl)cyclopropanecarboxylate

Product 1

HCID 200261851-(4-Nitrophenyl)cyclopropanecarboxylic acidYield 94.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 1-(4-nitrophenyl)cyclopropanecarboxylate (3.0 g) obtained in Step A of Example 145 in ethanol (50 mL) was added 1M aqueous sodium hydroxide solution (25 mL), and the mixture was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure, and 1M hydrochloric acid was added thereto at 0° C. The resulting solid was collected by filtration to give the title compound (2.5 g).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and 1M hydrochloric acid
  2. additionwas added
  3. customat 0° C
  4. filtrationThe resulting solid was collected by filtration

Sources & evidence

ORD record
ord-7ed854731d0c44af8fdecaab6a75a54d
Source dataset
uspto-grants-2015_11
Patent number
US09187453B2

Reaction notes

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