Hydrochloric Acid → HCID 11218138, compound

HRID 1793787Notes

Reaction equation

HRID 1793787 reaction equation
C([O:3][C:4]([C@@H:6]1[CH2:10][CH2:9][CH2:8][N:7]1[C:11](=[O:17])[CH:12]([CH2:15][CH3:16])[CH2:13][CH3:14])=[O:5])C.[OH-].[Na+].Cl>CO>[CH2:15]([CH:12]([CH2:13][CH3:14])[C:11]([N:7]1[CH2:8][CH2:9][CH2:10][C@H:6]1[C:4]([OH:5])=[O:3])=[O:17])[CH3:16]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69121381HCID 69121381, compound

Product 1

HCID 11218138HCID 11218138, compoundYield 104.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To methanol solution (13 ml) of N-(2-ethylbutyryl)-2(S)-pyrrolidine-carboxylic acid ethylester 1.46 g (6.05 mmol), 2N—NaOH solution (6.5 ml) was added, and stirring was continued at room temperature for 2 hours. The reaction mixture was cooled on ice-bath, and adjusted to pH2 with 6N—HCl solution. The reaction mixture was concentrated in vacuo, and the residue was dissolved in chloroform, washed with water, and then dried over anhydrous sodium sulfate. The solvents were removed in vacuo to yield 1.35 g of desired product as an oil. NMR was consistent with the desired title product.

Workup

  1. temperatureThe reaction mixture was cooled on ice-bath
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. dissolutionthe residue was dissolved in chloroform
  4. washwashed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvents were removed in vacuo

Sources & evidence

ORD record
ord-38985094ddf44896be42573da557fafc
Source dataset
uspto-grants-2006_04
Patent number
US07022677B1

Reaction notes

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