Sodium Hydroxide → HCID 23145661, compound

HRID 13264Notes

Reaction equation

HRID 13264 reaction equation
[OH-].[Na+].[C:3]([N:6]1[CH2:10][CH2:9][CH2:8][CH:7]1[C:11]1[CH:12]=[C:13]([CH:19]=[CH:20][C:21]=1[O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:14]([O:16]CC)=[O:15])(=[O:5])[CH3:4]>C(O)C>[C:3]([N:6]1[CH2:10][CH2:9][CH2:8][CH:7]1[C:11]1[CH:12]=[C:13]([CH:19]=[CH:20][C:21]=1[O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:14]([OH:16])=[O:15])(=[O:5])[CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 23145505Ethyl 3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxybenzoate

Product 1

HCID 23145661HCID 23145661, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

23 ml of aqueous 4 N sodium hydroxide solution was added to an ethanol (200 ml) solution of 18.7 g of ethyl 3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxybenzoate, and the reaction liquid was stirred overnight at room temperature. 15 ml of aqueous 4 N sodium hydroxide solution was added to the reaction liquid, and the reaction liquid was stirred for 7 hours. The reaction solvent was evaporated away under reduced pressure, and the resulting residue was diluted with water, and washed with ether. The aqueous layer was acidified with 6 N hydrochloric acid added thereto, then extracted with chloroform, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure to obtain the entitled compound as a white solid.

Workup

  1. customthe reaction liquid
  2. customthe reaction liquid
  3. stirringwas stirred for 7 hours
  4. customThe reaction solvent was evaporated away under reduced pressure
  5. additionthe resulting residue was diluted with water
  6. washwashed with ether
  7. additionadded
  8. extractionextracted with chloroform
  9. dry with materialdried with anhydrous magnesium sulfate
  10. customThe solvent was evaporated away under reduced pressure

Sources & evidence

ORD record
ord-ac1fe18f368b4f6eb81e87d8e5fb4747
Source dataset
uspto-grants-2010_06
Patent number
US07728025B2

Reaction notes

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