Pyridine → HCID 20487153, compound

HRID 1995579Notes

Reaction equation

HRID 1995579 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](O)=[O:10])[C:4]([O:6][CH3:7])=[O:5].N1C=CC=CC=1.S(Cl)([Cl:31])=O.Cl.N1C=CC=CC=1>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]([Cl:31])=[O:10])[C:4]([O:6][CH3:7])=[O:5]

Participants

6

Reactant 4

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 10176127Pyridinium chlorideHCID 20487150HCID 20487150, compound

Product 1

HCID 20487153HCID 20487153, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of methyl 2-fluoromethyl-2-phthalimido-3-carboxy-propionate (2.37 g, 13.7 mmol) and pyridine (1.10 g, 13.7 mmol) in dry ether (50 ml) is treated with thionyl chloride (10 ml) at room temperature overnight. After addition of more ether (100 ml), pyridine hydrochloride is removed by filtration, and the solvent is evaporated to give the title compound as an orange oil (2.80 g).

Workup

  1. customis removed by filtration
  2. customthe solvent is evaporated

Sources & evidence

ORD record
ord-29bc5ce3e0184d22a371732b5b669d6a
Source dataset
uspto-grants-1983_09
Patent number
US04405530

Reaction notes

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