Dimethylformamide dimethyl acetal → Ethyl 2-(4-bromo-2,3,5,6-tetrafluorobenzoyl)-3-dimethylaminopropenoate

HRID 1461383Notes

Reaction equation

HRID 1461383 reaction equation
CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[Br:9][C:10]1[C:23]([F:24])=[C:22]([F:25])[C:13]([C:14]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[O:15])=[C:12]([F:26])[C:11]=1[F:27]>O1CCCC1>[Br:9][C:10]1[C:23]([F:24])=[C:22]([F:25])[C:13]([C:14]([C:16](=[CH:3][N:4]([CH3:5])[CH3:6])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[O:15])=[C:12]([F:26])[C:11]=1[F:27]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 9974705Ethyl 3-(4-bromo-2,3,5,6-tetrafluorophenyl)-3-oxopropanoate

Product 1

HCID 57214348Ethyl 2-(4-bromo-2,3,5,6-tetrafluorobenzoyl)-3-dimethylaminopropenoate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dimethylformamide dimethylacetal (11.85 g) was added to a solution of 33.63 g ethyl 4-bromo-2,3,5,6-tetrafluorobenzoylacetate in 100 ml tetrahydrofuran cooled in an ice-bath. The reaction mixture was then immersed in a warm water bath in order to drive it to completion. The resulting solution was used directly in the next reaction.

Workup

  1. temperaturecooled in an ice-bath
  2. customThe reaction mixture was then immersed in a warm water bath in order
  3. customThe resulting solution was used directly in the next reaction

Sources & evidence

ORD record
ord-97fb9a129bc2410989adbf5fa04762c3
Source dataset
uspto-grants-1991_12
Patent number
US05075319

Reaction notes

Loading…