Formic Acid → Monoethyl 3,4-dimethoxybenzylmalonate monohydrate

HRID 36422Notes

Reaction equation

HRID 36422 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH:12]2[C:17](=[O:18])[O:16][C:15](C)([CH3:19])[O:14][C:13]2=[O:21])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].C(O)=O.C(N(CC)CC)C>C(O)C>[OH2:2].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][C:8]=1[O:9][CH3:10])[CH2:11][CH:12]([C:17]([OH:18])=[O:16])[C:13]([O:14][CH2:15][CH3:19])=[O:21]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 8471TriethylamineHCID 103346195-(3,4-Dimethoxybenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

Product 1

HCID 67804684Monoethyl 3,4-dimethoxybenzylmalonate monohydrate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.94 g (0.01 mol) of 5-(3,4-dimethoxyphenylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione (m.p.: 142°-144° C.) and 0.83 ml of the mixture containing formic acid and triethylamine prepared as described in Example 1 were added to 8 ml of ethanol. After refluxing the reaction mixture for 6 hours, the method described in Example 25 was followed. The crude product was crystallized from a mixture of methanol and water.

Workup

  1. customprepared
  2. temperatureAfter refluxing the reaction mixture for 6 hours
  3. customThe crude product was crystallized from a mixture of methanol and water

Sources & evidence

ORD record
ord-8c57e150a0bd41918a562d8483979992
Source dataset
uspto-grants-1995_05
Patent number
US05414108

Reaction notes

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