Acetic Acid → HCID 54063239, compound

HRID 412852Notes

Reaction equation

HRID 412852 reaction equation
C[O-].[Na+].C([O:7][C@@H:8]1[C@@H:21]([O:22][CH2:23][CH:24]=[CH2:25])[C@@H:20]([O:26]C(=O)C)[C@@H:19]([CH2:30][O:31][CH2:32][CH:33]=[CH2:34])[O:18][C@H:9]1[O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=O)C.C(O)(=O)C>CO>[CH2:23]([O:22][C@H:21]1[C@@H:20]([OH:26])[C@@H:19]([CH2:30][O:31][CH2:32][CH:33]=[CH2:34])[O:18][C@@H:9]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C@@H:8]1[OH:7])[CH:24]=[CH2:25]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 54462288HCID 54462288, compound

Product 1

HCID 54063239HCID 54063239, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium methoxide (134 mg, 2.5 mmol) was added to a solution of Compound 10 (10.84 g, 24.9 mmol) in methanol (30 ml), and the mixture was stirred at room temperature under nitrogen gas atmosphere for 48 hours. The reaction mixture was neutralized with acetic acid, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (toluene:ethyl acetate=4:1) to obtain Compound 11 (6.8 g, 78%).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (toluene:ethyl acetate=4:1)

Sources & evidence

ORD record
ord-f1ec7ab613fe4e2a8386f4a3076623da
Source dataset
uspto-grants-2003_05
Patent number
US06562954B1

Reaction notes

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