Sodium Carbonate → HCID 15086759, compound

HRID 2107968Notes

Reaction equation

HRID 2107968 reaction equation
C([O:4][C@@H:5]1[CH2:9][N:8]([CH2:10][C:11]#[C:12][CH2:13][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[C:7](=[O:20])[CH2:6]1)(=O)C.C(=O)([O-])[O-].[Na+].[Na+]>CO>[OH:4][C@@H:5]1[CH2:9][N:8]([CH2:10][C:11]#[C:12][CH2:13][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[C:7](=[O:20])[CH2:6]1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 15086755HCID 15086755, compound

Product 1

HCID 15086759HCID 15086759, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1.0 g of (S)-4-(acetyloxy)-1-[4-(1-piperidinyl)-2-butynyl]-2-pyrrolidinone, 0.75 g of sodium carbonate and 40 ml of methanol was stirred overnight, then filtered and concentrated. The residue was concentrated from dichloromethane and purified by chromatography on deactivated alumina, giving 0.83 g of the desired product as a yellow oil [α]D260 =-8° (c, 1.018, dichloromethane).

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. concentrationThe residue was concentrated from dichloromethane
  4. custompurified by chromatography on deactivated alumina

Sources & evidence

ORD record
ord-91b2721d156b4fa497a13db021e22713
Source dataset
uspto-grants-1990_06
Patent number
US04937235

Reaction notes

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