Methanol → HCID 21388924, compound

HRID 973145Notes

Reaction equation

HRID 973145 reaction equation
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10]Cl)=[CH:6][CH:5]=1.[CH3:13][C:14]1([CH3:21])[NH:18][C:17](=[O:19])[C:16](=[O:20])[NH:15]1.[CH3:22][O-:23].[Na+].[CH3:25][OH:26]>CN(C)P(=O)(N(C)C)N(C)C>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][N:15]2[C:16](=[O:20])[C:17](=[O:19])[N:18]([CH2:3][C:4]3[CH:9]=[CH:8][C:7]([C:22]([O:26][CH3:25])=[O:23])=[CH:6][CH:5]=3)[C:14]2([CH3:21])[CH3:13])=[CH:6][CH:5]=1)=[O:12]

Participants

6

Reactant 4

HCID 887MethanolHCID 36664Methyl 4-(chloromethyl)benzoateHCID 30157212,2-Dimethylimidazolidine-4,5-dioneHCID 10942334Sodium Methoxide

Product 1

HCID 21388924HCID 21388924, compound

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent2×

Procedure

In a 4-necked flask, equipped with stirrer, reflux cooler, thermometer and drip funnel, a solution of 110.8 g (0.6 mole) of p-chloromethylbenzoic acid methyl ester in 150 ml of hexamethylphosphoric triamide is added dropwise, with stirring, at 25° C to a solution (prepared at 5°-10° C) of 38.4 g (0.3 mole) of 2,2-dimethylimidazolidine-4,5-dione and 32.4 g (0.6 mole) of sodium methylate in 225 ml of anhydrous methanol and 225 ml of hexamethylphosphoric triamide.

Workup

  1. customIn a 4-necked flask, equipped with stirrer
  2. temperaturereflux cooler

Sources & evidence

ORD record
ord-15b041acaec4401493a2907fa3c5d1b6
Source dataset
uspto-grants-1977_10
Patent number
US04055570

Reaction notes

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