(9Z,11E)-9,11-Tetradecadien-1-yl acetate → HCID 86645230, compound

HRID 2384591Notes

Reaction equation

HRID 2384591 reaction equation
[Cl:1][C:2]1[C:18]([N+:19]([O-])=O)=[C:17]([F:22])[CH:16]=[CH:15][C:3]=1[C:4]([NH:6][S:7]([N:10]([CH:12]([CH3:14])[CH3:13])[CH3:11])(=[O:9])=[O:8])=[O:5].CC/C=C/C=C\CCCCCCCCOC(C)=O.[H][H]>CO>[Cl:1][C:2]1[C:18]([NH2:19])=[C:17]([F:22])[CH:16]=[CH:15][C:3]=1[C:4]([NH:6][S:7]([N:10]([CH:12]([CH3:14])[CH3:13])[CH3:11])(=[O:9])=[O:8])=[O:5]

Participants

5

Reactant 3

HCID 6441057(9Z,11E)-9,11-Tetradecadien-1-yl acetateHCID 68493096HCID 68493096, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86645230HCID 86645230, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

182.4 g (0.500 mol) of N-(2-chloro-4-fluoro-3-nitrobenzoyl)-N′-isopropyl-N′-methylsulfamide in 391 g of methanol were admixed with 1.33 g (0.005 mol %) of 1% Pt-2% V/C and hydrogenated with 5 bar of hydrogen with stirring at 60° C. After 6 h the solution was depressurized, the reaction mixture was filtered and the solvent was removed by distillation. This gave 157.1 g (97%) of the title compound in the form of a solid (m.p.: 147-149° C.).

Workup

  1. filtrationthe reaction mixture was filtered
  2. customthe solvent was removed by distillation

Sources & evidence

ORD record
ord-5acd6042dbdd44f19977cde48dd6eed0
Source dataset
uspto-grants-2012_09
Patent number
US08263806B2

Reaction notes

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