Diazomethane → HCID 54489450, compound

HRID 1995580Notes

Reaction equation

HRID 1995580 reaction equation
[F:1][CH2:2][C:3]([N:12]1[C:16](=[O:17])[C:15]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:14]2[C:13]1=[O:22])([CH2:8][C:9](Cl)=[O:10])[C:4]([O:6][CH3:7])=[O:5].[N+:23](=[CH2:25])=[N-:24]>CCOCC>[F:1][CH2:2][C:3]([N:12]1[C:16](=[O:17])[C:15]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:14]2[C:13]1=[O:22])([CH2:8][C:9](=[O:10])[CH:25]=[N+:23]=[N-:24])[C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 20487153HCID 20487153, compound

Product 1

HCID 54489450HCID 54489450, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of methyl 2-fluoromethyl-2-phthalimido-3-chlorocarbonyl-propionate (2.07 g, 6.33 mmol) in dry ether (24 ml) is slowly added with stirring to a cooled (ice) solution of diazomethane in ether (0.392 mol, 50 ml). After 30 minutes, the solvent is evaporated to give a yellow oil (2.1 g). This is purified by flash chromatography on silica gel (200 g, ethyl acetate/petroleum ether 4:6) to give the pure title compound as a yellow oil (1.7 g);

Workup

  1. customthe solvent is evaporated

Sources & evidence

ORD record
ord-8f77945f3542490291fcb1028c3c126b
Source dataset
uspto-grants-1983_09
Patent number
US04405530

Reaction notes

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