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Hydrochloric Acid → HCID 178516220, compound

HRID 491827
Notes
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Reaction equation

HRID 491827 reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[C@H:7]1[CH2:12][CH2:11][C@H:10]([C:13]([O:15]C)=[O:14])[CH2:9][CH2:8]1.[OH-].[Na+].Cl.[Cl-].[Na+]>CO>[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[C@H:7]1[CH2:12][CH2:11][C@H:10]([C:13]([OH:15])=[O:14])[CH2:9][CH2:8]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 178501171HCID 178501171, compound

Product 1

HCID 178516220HCID 178516220, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 887
Methanol
Solvent

Procedure

Methyl trans-4-(2-oxo-pyrrolidin-1-yl)cyclohexanecarboxylate (39.15 g) obtained in Reference Example 113(3) dissolved in methanol (400 ml), and thereto is added 2 N aqueous sodium hydroxide solution (60 ml) and the mixture is stirred at room temperature for 3 hours. The reaction solution is adjusted to pH 1-2 by pouring 10% hydrochloric acid under ice-cooling, saturated with sodium chloride, and then extracted with chloroform. The organic layer is dried over sodium sulfate, and then evaporated to remove the solvent under reduced pressure. The resulting residue is suspended in a small amount of ethyl acetate, and diisopropyl ether is poured thereto, and the resulting crystals are collected by filtration. The crystals are washed with diisopropyl ether several times and dried to give the title compound (35.94 g).

Workup

  1. extractionextracted with chloroform
  2. dry with materialThe organic layer is dried over sodium sulfate
  3. customevaporated
  4. customto remove the solvent under reduced pressure
  5. additionis poured
  6. filtrationthe resulting crystals are collected by filtration
  7. washThe crystals are washed with diisopropyl ether several times
  8. customdried

Sources & evidence

ORD record
ord-1bd5f03802ac41e1856205f8bb565b72
Source dataset
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07531537B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes