Water → HCID 70163170, compound

HRID 1250142Notes

Reaction equation

HRID 1250142 reaction equation
O.C([O:5][CH2:6][C:7]1[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:8]=1[O:9][C:10](=[CH:15][O:16][CH3:17])[C:11]([O:13][CH3:14])=[O:12])(=O)C.C(=O)([O-])[O-].[Na+].[Na+].C(OCC)(=O)C>CO>[OH:5][CH2:6][C:7]1[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:8]=1[O:9][C:10](=[CH:15][O:16][CH3:17])[C:11]([O:13][CH3:14])=[O:12]

Participants

6

Reactant 4

HCID 962Water2×HCID 8857Ethyl AcetateHCID 10340Sodium CarbonateHCID 70162468HCID 70162468, compound

Product 1

HCID 70163170HCID 70163170, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Water was added to a solution of 1.42 g of methyl 2-(2-acetyloxymethyl-4-chlorophenoxy)-3-methoxyacrylate in methanol, and stirred at room temperature. Sodium carbonate (0.53 g) was added. After a further 0.5 hour water and ethyl acetate were added. The organic phase was dried with anhydrous sodium sulfate, evaporated and the residue purified by silica gel column chromatography to give methyl 2-(2-hydroxymethyl-4-chlorophenoxy)-3-methoxyacrylate (1.04 g).

Workup

  1. dry with materialThe organic phase was dried with anhydrous sodium sulfate
  2. customevaporated
  3. customthe residue purified by silica gel column chromatography

Sources & evidence

ORD record
ord-13ff27f5ae974fd8ae5835fac06eb3e2
Source dataset
uspto-grants-2002_01
Patent number
US06337306B1

Reaction notes

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