Sodium Methoxide → HCID 69943966, compound

HRID 1859415Notes

Reaction equation

HRID 1859415 reaction equation
C[O-].[Na+].[CH3:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C@@H:13]2[C@H:18]3[CH2:19][O:20][C@H:16]([O:17]3)[C@@H:15]([O:21]C(=O)C3C=CC=CC=3)[C@H:14]2[O:30][CH3:31])=[CH:8][CH:7]=1>ClCCl.CO.ClCCl>[CH3:4][O:5][C:6]1[CH:7]=[CH:8][C:9]([O:12][C@@H:13]2[C@H:18]3[CH2:19][O:20][C@H:16]([O:17]3)[C@@H:15]([OH:21])[C@H:14]2[O:30][CH3:31])=[CH:10][CH:11]=1

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 69944786HCID 69944786, compound

Product 1

HCID 69943966HCID 69943966, compoundYield 59%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 21226129Dichloromethane methanolSolvent

Procedure

Sodium methoxide (13.5 g, 250 mmol) is added to a solution of the above crude residue 90 in dichloromethane/methanol (540 ml, 1/1). After stirring for 1 h, the reaction medium is diluted with dichloromethane (500 ml) and then washed with aqueous 3% hydrochloric acid solution and water. After drying, filtration and concentration, the residue is purified on silica to give compound 91 (10.5 g, 59% over two steps).

Workup

  1. washwashed with aqueous 3% hydrochloric acid solution and water
  2. customAfter drying
  3. filtrationfiltration and concentration
  4. customthe residue is purified on silica

Sources & evidence

ORD record
ord-a13864ff8a684fd5b7429a287aa3bcda
Source dataset
uspto-grants-2003_03
Patent number
US06528497B1

Reaction notes

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