Sodium Sulfite → Ethyl-2-(2-ethoxytetrahydrofuran-3-yl)-2-oxoacetate

HRID 78748Notes

Reaction equation

HRID 78748 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[C:5]([C:7]1(Br)[CH2:11][CH2:10][O:9][CH:8]1[O:12][CH2:13][CH3:14])=[O:6])[CH3:2].S([O-])([O-])=O.[Na+].[Na+]>ClCCl>[CH2:1]([O:3][C:4](=[O:16])[C:5]([CH:7]1[CH2:11][CH2:10][O:9][CH:8]1[O:12][CH2:13][CH3:14])=[O:6])[CH3:2]

Participants

4

Reactant 2

HCID 24437Sodium SulfiteHCID 67609650HCID 67609650, compound

Product 1

HCID 67607633Ethyl-2-(2-ethoxytetrahydrofuran-3-yl)-2-oxoacetateYield 91.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethyl-2-(3-bromo-2-ethoxytetrahydrofuran-3-yl)-2-oxoacetate (100 g) dissolved in dichloromethane (500 ml). Sodium sulphite solution (15%, 1000 ml) was added to it. Reaction mass was stirred for 8 hrs. Organic and aqueous layer separated dichloromethane layer was washed with water (2×200 ml). Dichloromethane layer was then concentrated to residue to get Ethyl-2-(2-ethoxytetrahydrofuran-3-yl)-2-oxoacetate (Yield 67 g)

Workup

  1. customReaction mass
  2. customOrganic and aqueous layer separated dichloromethane layer
  3. washwas washed with water (2×200 ml)
  4. concentrationDichloromethane layer was then concentrated to residue

Sources & evidence

ORD record
ord-1c0b3c08f3254dceba8884123e9da8d8
Source dataset
uspto-grants-2014_09
Patent number
US08841467B2

Reaction notes

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