Cesium carbonate → HCID 86754150, compound

HRID 580807Notes

Reaction equation

HRID 580807 reaction equation
[C:1]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:8])[CH2:2][CH2:3][CH2:4][C:5]([OH:7])=[O:6].C(=O)([O-])[O-].[Cs+:21].[Cs+]>O>[C:1]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:8])[CH2:2][CH2:3][CH2:4][C:5]([O-:7])=[O:6].[Cs+:21]

Participants

4

Reactant 2

HCID 10796Cesium carbonateHCID 110532341,5-Pentanedioic Acid Monobenzyl Ester

Product 1

HCID 86754150HCID 86754150, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Crude benzyl hydrogen glutarate (25 g, 100 mmol) is stirred in water (100 ml) to form a slurry. An aqueous solution of 1M cesium carbonate is added until the pH reaches 7 (52 ml is consumed). The homogeneous reaction mixture is diluted with water (150 ml), and extracted with chloroform (2×50 ml) to remove nonpolar impurities from the crude starting material. Water is removed in vacuo, and the oily, grayish semicrystalline residue is slurried in dimethylformamide (200 ml), and evaporated to dryness in vacuo. This procedure is repeated twice, yielding an off-white crystalline product, which is used without further characterization.

Workup

  1. customto form a slurry
  2. custom7 (52 ml is consumed)
  3. additionThe homogeneous reaction mixture is diluted with water (150 ml)
  4. extractionextracted with chloroform (2×50 ml)
  5. customto remove nonpolar impurities from the crude
  6. customWater is removed in vacuo
  7. customevaporated to dryness in vacuo
  8. customyielding an off-white crystalline product, which

Sources & evidence

ORD record
ord-bcac5cc8e3234a2a8bc0bf0b956f38f2
Source dataset
uspto-grants-1999_07
Patent number
US05919753

Reaction notes

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