Sodium Hydroxide → 4-Methyl-4-nitropentanoic acid

HRID 1393646Notes

Reaction equation

HRID 1393646 reaction equation
[CH3:1][C:2]([N+:10]([O-:12])=[O:11])([CH3:9])[CH2:3][CH2:4][C:5]([O:7]C)=[O:6].[OH-].[Na+]>C(O)C>[CH3:9][C:2]([N+:10]([O-:12])=[O:11])([CH3:1])[CH2:3][CH2:4][C:5]([OH:7])=[O:6]

Participants

4

Procedure

Methyl 4-methyl-4-nitropentanoate (5.00 g) was dissolved in ethanol (25 ml), and 1 N sodium hydroxide solution was added thereto and stirred for 1 day. The mixture was concentrated under reduced pressure, then chloroform and water were added thereto, and the aqueous phase was washed with chloroform. 2 N Hydrochloric acid (20 ml) was added to the aqueous phase which was then extracted with chloroform, and the extract was dried over sodium sulfate anhydrous. The product was concentrated under reduced pressure to give 4-methyl-4-nitropentanoic acid (4.32 g, Y.:94%) as white crystals.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additionchloroform and water were added
  3. washthe aqueous phase was washed with chloroform
  4. addition2 N Hydrochloric acid (20 ml) was added to the aqueous phase which
  5. extractionwas then extracted with chloroform
  6. dry with materialthe extract was dried over sodium sulfate anhydrous
  7. concentrationThe product was concentrated under reduced pressure

Sources & evidence

ORD record
ord-68c6c468b16a49cab4fc1ce52a299dc9
Source dataset
uspto-grants-2008_03
Patent number
US07345180B2

Reaction notes

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