2-(Chloromethoxy)ethyl benzoate → HCID 21432752, compound

HRID 2399101Notes

Reaction equation

HRID 2399101 reaction equation
[C:1]([O:9][CH2:10][CH2:11][O:12][CH2:13]Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(#N)C.C([O-])(=O)C.[Ag+]>[C:1]([O:9][CH2:10][CH2:11][O:12][CH2:13][O:9][C:1](=[O:8])[CH3:2])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 27245002-(Chloromethoxy)ethyl benzoate

Product 1

HCID 21432752HCID 21432752, compoundYield 199.6%

Reagents, catalysts & solvents 2

HCID 11246Silver acetateCatalystHCID 6342AcetonitrileSolvent

Procedure

1-Benzoyloxy-2-chloromethoxyethane (2-benzoyloxyethoxymethyl chloride) (2.14 g) was dissolved in dry acetonitrile (30 ml) and silver acetate (1.67 g) was added. The mixture was stirred overnight at room temperature and then filtered thru Celite 545. The solvent was removed under reduced pressure (about 1 mm Hg), giving 2-acetoxymethoxyethyl benzoate (2.37 g) as a clear, light yellow oil. NMR and IR spectra were consistent with this structure.

Workup

  1. filtrationfiltered
  2. customThe solvent was removed under reduced pressure (about 1 mm Hg)

Sources & evidence

ORD record
ord-4f2660acfcc44c709a37fa23efbc6560
Source dataset
uspto-grants-1977_05
Patent number
US04027025

Reaction notes

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