Methanol → HCID 13905872, compound

HRID 1904343Notes

Reaction equation

HRID 1904343 reaction equation
[OH:1][CH:2]([N:4]1[CH2:8][CH2:7][CH2:6][C:5]1=[O:9])[CH3:3].[CH3:10]O>>[CH3:10][O:1][CH:2]([N:4]1[CH2:8][CH2:7][CH2:6][C:5]1=[O:9])[CH3:3]

Participants

3

Reactant 2

HCID 887MethanolHCID 13797250HCID 13797250, compound2×

Product 1

HCID 13905872HCID 13905872, compound

Conditions

Temperature
20 °C

Procedure

To 70 g of N-(α-hydroxyethyl)pyrrolidone (0.54 mol), 70 g of methanol (2.2 mol) was added and the mixture was stirred at 20° C. to make a solution. 2 g of dried Diaion PK 208H (cross-linked polystyrenesulfonic acid resin, made by Mitsubishi Chemical Industries Co.) was added to the solution and after 30 minutes of reaction, the reaction mixture was analyzed with a liquid chromatography. The reaction ratio of N-(α-hydroxyethyl)pyrrolidone was 98.6 mol % and the selectivity in forming N-(α-methoxyethyl)pyrrolidone based on N-(α-hydroxyethyl)pyrrolidone was 99.6 mol %.

Workup

  1. addition2 g of dried Diaion PK 208H (cross-linked polystyrenesulfonic acid resin, made by Mitsubishi Chemical Industries Co.) was added to the solution and after 30 minutes of reaction

Sources & evidence

ORD record
ord-061b15e4fdc5468183c2729a205e82e7
Source dataset
uspto-grants-1989_06
Patent number
US04837337

Reaction notes

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