Sodium Hydroxide → HCID 19804850, compound

HRID 344777Notes

Reaction equation

HRID 344777 reaction equation
[C:1]([O:5][CH:6]1[CH2:11][CH2:10][CH:9]([C:12]([O:14]CC)=[O:13])[CH2:8][CH2:7]1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>C(O)C>[C:1]([O:5][CH:6]1[CH2:7][CH2:8][CH:9]([C:12]([OH:14])=[O:13])[CH2:10][CH2:11]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19804867HCID 19804867, compound

Product 1

HCID 19804850HCID 19804850, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The ethyl 4-t-butoxycyclohexane-1-carboxylate (1 g), thus obtained, was heated on a steam bath with 2M sodium hydroxide solution (10 ml) to which had been added ethanol (2 ml). After about 4 hours a homogenous solution had formed. The reaction mixture was washed with petroleum ether (60-80) and the aqueous phase acidified with concentrated hydrochloric acid. An oil separated which crystallised on cooling and scratching. The solid was collected and recrystallised from petroleum ether (60-80) to yield 4-t-butoxycyclohexane-1-carboxylic acid, m.pt. 100°-105° C.

Workup

  1. customAfter about 4 hours a homogenous solution had formed
  2. washThe reaction mixture was washed with petroleum ether (60-80)
  3. customAn oil separated which
  4. customcrystallised
  5. temperatureon cooling
  6. customThe solid was collected
  7. customrecrystallised from petroleum ether (60-80)

Sources & evidence

ORD record
ord-c566fb1bf2ec4be39aad8985ff874eee
Source dataset
uspto-grants-1991_10
Patent number
US05053432

Reaction notes

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