Methanol → Phthalide

HRID 1107655

Reaction equation

HRID 1107655 reaction equation
[C:1]([O:13][CH3:14])(=[O:12])[C:2]1[C:3](=[CH:8][CH:9]=[CH:10][CH:11]=1)C(OC)=O.C[OH:16].[CH2:17]([N+:19]([CH2:23]C)(CC)C)C>CN(C)C=O>[CH3:14][O:13][CH2:1][N:19]([CH3:23])[CH:17]=[O:16].[C:1]1([C:2]2[C:11](=[CH:10][CH:9]=[CH:8][CH:3]=2)[CH2:14][O:13]1)=[O:12]

Participants

6

Reactant 3

HCID 887MethanolHCID 8554Dimethyl PhthalateHCID 70440Triethylmethylammonium

Product 2

HCID 6885PhthalideYield 82%HCID 560292N-Methoxymethyl-N-methylformamideYield 64%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In an electrolytic cell as used in Example 1, 2.56 mol of dimethyl phthalate, 750 g of methanol, 1225 g of dimethylformamide (DMF) and 25 g of triethylmethylammonium methosulfate were subjected to electrolysis at 5 A and 50° C. for 6.9 h. 4.1 mol (current yield: 64%) of N-methoxymethyl-N-methylformamide were formed besides 2.1 mol of phthalide (material yield: 82%).

Sources & evidence

ORD record
ord-8af5f26eca97411f88a7c1b01423c9d6
Source dataset
uspto-grants-2000_05
Patent number
US06063256

Linked notes

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