Chloromethyl Methyl Ether → HCID 54538753, compound

HRID 1632722Notes

Reaction equation

HRID 1632722 reaction equation
[H-].[Na+].[CH3:3][O:4][C:5](=[O:12])[C:6](=[N:10][OH:11])[C:7]([CH3:9])=[O:8].Cl[CH2:14][O:15][CH3:16].C(OCC)(=O)C>O1CCCC1>[CH3:3][O:4][C:5](=[O:12])[C:6](=[N:10][O:11][CH2:14][O:15][CH3:16])[C:7]([CH3:9])=[O:8]

Participants

6

Reactant 4

HCID 7864Chloromethyl Methyl EtherHCID 8857Ethyl Acetate2×HCID 24758Sodium hydrideHCID 178501737HCID 178501737, compound

Product 1

HCID 54538753HCID 54538753, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 4.13 g of 80% NaH in 50 ml of dry tetrahydrofuran are added successively at 0° 18.14 g of 2-hydroxyiminoacetoacetic acid methyl ester and 9 g of chloromethylmethylether. After 30 minutes at room temperature, the mixture is divided between 200 ml of ethyl acetate and aqueous buffer (pH 5.5). The contents of the ethyl acetate phase are bulb distilled to obtain the heading compound, m.p. 115°-120°/0.1 Torr.

Workup

  1. distillationdistilled
  2. customto obtain the heading compound, m.p. 115°-120°/0.1 Torr

Sources & evidence

ORD record
ord-42d5e4237bfb441291ec838383b2b641
Source dataset
uspto-grants-1984_10
Patent number
US04477448

Reaction notes

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