Water → HCID 86756543, compound

HRID 1532557Notes

Reaction equation

HRID 1532557 reaction equation
N1C=CC=CC=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.[Br:20][C:21]([C:42]([O:44][CH3:45])=[O:43])=[CH:22][C:23]1[CH:24]=[C:25]([NH:30][C:31]([C:33]2[CH2:38][CH2:37][CH2:36][CH2:35][C:34]=2[C:39]([NH2:41])=O)=[O:32])[CH:26]=[CH:27][C:28]=1[Cl:29].O>ClCCl>[Br:20][C:21]([C:42]([O:44][CH3:45])=[O:43])=[CH:22][C:23]1[CH:24]=[C:25]([NH:30][C:31]([C:33]2[CH2:38][CH2:37][CH2:36][CH2:35][C:34]=2[C:39]#[N:41])=[O:32])[CH:26]=[CH:27][C:28]=1[Cl:29]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 9845Trifluoroacetic anhydrideHCID 86756544HCID 86756544, compound

Product 1

HCID 86756543HCID 86756543, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

2.6 g of pyridine and then, at from 0 to 5° C., 4.6 g of trifluoroacetic anhydride in 10 ml of dichloromethane were added dropwise to a solution of 5 g of N-(3-(2-bromo-2-methoxycarbonylethenyl)-4-chlorophenyl]-cyclohexene-1,2-dicarboxamide in 80 ml of dichloromethane. Stirring was carried out for 1 hour at 5° C. and 2 hours at 25° C., after which 100 ml of water were added and stirring was carried out for a further 30 minutes. The organic phase was then separated off and dried. After removal of the solvent, the crude product was dissolved in 50 ml of diethyl ether. The product which had crystallized out was separated off from the cooled solution, the melting point of said product being 123-125° C.

Workup

  1. stirringstirring
  2. waitwas carried out for a further 30 minutes
  3. customThe organic phase was then separated off
  4. customdried
  5. customAfter removal of the solvent
  6. dissolutionthe crude product was dissolved in 50 ml of diethyl ether
  7. customThe product which had crystallized out
  8. customwas separated off from the cooled solution
  9. custombeing 123-125° C.

Sources & evidence

ORD record
ord-9ed28a09481d4a4f848b49d3c2d0787a
Source dataset
uspto-grants-2001_03
Patent number
US06204222B1

Reaction notes

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