Sodium Acetate → Methyl 2,4-bis(acetoxymethyl)benzoate

HRID 1766865Notes

Reaction equation

HRID 1766865 reaction equation
Br[CH2:2][C:3]1[CH:12]=[C:11]([CH2:13]Br)[CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6].[C:15]([O-:18])(=[O:17])[CH3:16].[Na+]>>[C:15]([O:18][CH2:2][C:3]1[CH:12]=[C:11]([CH2:13][O:7][C:5](=[O:6])[CH3:4])[CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6])(=[O:17])[CH3:16]

Participants

3

Reactant 2

HCID 517045Sodium AcetateHCID 15190675Methyl 2,4-bis(bromomethyl)benzoate

Product 1

HCID 17862597Methyl 2,4-bis(acetoxymethyl)benzoateYield 109.7%

Procedure

According to a similar procedure to that described in Example 1-(5), methyl 2,4-bis(bromomethyl)benzoate (described in Chem. Ber., 127, 2081 (1994); 13.3 g, 41.3 mmol) and sodium acetate (16.4 g, 200 mmol) were reacted, and the reaction mixture was worked up to afford, after extraction, the title compound as a crude product. The crude product was subjected to chromatography on a silica gel (200 g) column (eluent; ethyl acetate:hexane=3:17˜3:5) to afford the title compound (6.35 g, 55% yield) as an oil.

Workup

  1. customto afford
  2. extractionafter extraction

Sources & evidence

ORD record
ord-e00e1eaa88114ce2b394e57251e6e5f9
Source dataset
uspto-grants-2007_06
Patent number
US07230023B2

Reaction notes

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