Hydrochloric Acid → HCID 57429712, compound

HRID 1455564Notes

Reaction equation

HRID 1455564 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2([C:19]([O:21]CC)=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl>CCO>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([C:14]2([C:19]([OH:21])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57429714HCID 57429714, compound

Product 1

HCID 57429712HCID 57429712, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.2 g of 4-(1-ethoxycarbonyl-cyclopentyl)-piperidine-1-carboxylic acid tert-butyl ester in a mixture of 100 ml of EtOH and 50 ml of an 1M aqueous NaOH is stirred at 70° for 14 days, EtAc is added and two phases obtained are are separated. The aqueous layer obtained is acidified with hydrochloric acid (pH 2-3) and extracted with EtAc. The organic layer obtained is washed with brine, dried and solvent is evaporated. 4-(1-Carboxy-cyclopentyl)-piperidine-1-carboxylic acid tert-butyl ester is obtained.

Workup

  1. additionEtAc is added
  2. customtwo phases obtained
  3. customare are separated
  4. customThe aqueous layer obtained
  5. extractionextracted with EtAc
  6. customThe organic layer obtained
  7. washis washed with brine
  8. customdried
  9. customsolvent is evaporated

Sources & evidence

ORD record
ord-cc3494c8eb40416c980d68e8c02c0754
Source dataset
uspto-grants-2009_01
Patent number
US07482462B2

Reaction notes

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