Sodium Chloride → HCID 22042477, compound

HRID 1790886Notes

Reaction equation

HRID 1790886 reaction equation
[Cl-].[Li+].COP([CH2:9][CH2:10][CH:11]=[O:12])(=O)OC.[CH:13](N(C(C)C)CC)(C)C.[CH3:22][C:23]1([C:28]2(C=O)[CH2:30][CH2:29]2)[O:27][CH2:26][CH2:25][O:24]1.[Cl-].[Na+]>C(#N)C>[CH3:22][C:23]1([C:28]2(/[CH:9]=[CH:10]/[C:11](=[O:12])[CH3:13])[CH2:30][CH2:29]2)[O:27][CH2:26][CH2:25][O:24]1

Participants

7

Reactant 5

HCID 5234Sodium ChlorideHCID 81531DiisopropylethylamineHCID 433294Lithium ChlorideHCID 11147922oxopropylphosphonic acid dimethyl esterHCID 143755571-(2-Methyl-1,3-dioxolan-2-YL)cyclopropane-1-carbaldehyde

Product 1

HCID 22042477HCID 22042477, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

13.8 g of lithium chloride (anhydrous) is introduced into 120 ml of acetonitrile under nitrogen, and 49.8 ml of oxopropylphosphonic acid dimethyl ester, 51.3 ml of diisopropylethylamine and 5.4 g of aldehyde 7 are added in succession. It is stirred for 18 hours at room temperature, and then sodium chloride solution is added. It is extracted with ethyl acetate, washed with sodium chloride solution and dried on sodium sulfate. The residue is chromatographed on silica gel with ethyl acetate/hexane, whereby 5.3 g of the title compound accumulates as a colorless oil.

Workup

  1. extractionIt is extracted with ethyl acetate
  2. washwashed with sodium chloride solution
  3. customdried on sodium sulfate
  4. customThe residue is chromatographed on silica gel with ethyl acetate/hexane, whereby 5.3 g of the title compound accumulates as a colorless oil

Sources & evidence

ORD record
ord-f5acf844c5c24b999fc9ae28f72b4c88
Source dataset
uspto-grants-2006_07
Patent number
US07071344B1

Reaction notes

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