Methanol → HCID 59432156, compound

HRID 506481Notes

Reaction equation

HRID 506481 reaction equation
[F:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]([NH:8][CH:9]([CH:13]=[CH2:14])[C:10]([OH:12])=[O:11])=[O:7])=[C:4]([C:17]([F:20])([F:19])[F:18])[CH:3]=1.S(Cl)(Cl)=O.[CH3:25]O>>[F:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]([NH:8][CH:9]([CH:13]=[CH2:14])[C:10]([O:12][CH3:25])=[O:11])=[O:7])=[C:4]([C:17]([F:18])([F:19])[F:20])[CH:3]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 59432159HCID 59432159, compound

Product 1

HCID 59432156HCID 59432156, compoundYield 100%

Procedure

25 g (90.3 mmol) of 2-(4-fluoro-2-trifluoromethylbenzoylamino)but-3-enoic acid were dissolved in methanol, and 9.9 g (82.8 mmol) of thionyl chloride were added dropwise over a period of 30 min. The solution was stirred at RT for three days. Removal of the solvent gave 25.2 g of product (100% of theory) of the title compound as a colorless solid.

Workup

  1. customRemoval of the solvent

Sources & evidence

ORD record
ord-6087d77d4be94c2ebce4e075e550501f
Source dataset
uspto-grants-2010_08
Patent number
US07786046B2

Reaction notes

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