HCID 54445951, compound → HCID 54179188, compound

HRID 1382630Notes

Reaction equation

HRID 1382630 reaction equation
[N:1]([CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[C:14]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)[C:15]([F:18])([F:17])[F:16])=[CH:9][CH:8]=1)=[N+]=[N-]>CO.[Pd]>[NH2:1][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[C:14]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)[C:15]([F:16])([F:17])[F:18])=[CH:9][CH:8]=1

Participants

4

Reactant 1

HCID 54445951HCID 54445951, compound

Product 1

HCID 54179188HCID 54179188, compoundYield 56.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 8.54 g (20 mmoles) of 1-[4-(2-azidoethoxy)-phenyl]-1-phenyl-3,3,3-trifluoro-2-(4-fluorophenyl)propene, prepared as described in Example 15, in 170 ml of methanol is hydrogenated for about one hour in the presence of 0.9 g of a 5% palladium-on-carbon catalyst. The solution is evaporated and the product is crystallized from hexane. 4.51 g (56.4%) of the title compound are obtained; m.p.: 83°-89° C.

Workup

  1. customThe solution is evaporated
  2. customthe product is crystallized from hexane

Sources & evidence

ORD record
ord-82d9e2db231649c68e5b4458d11ffea7
Source dataset
uspto-grants-1989_02
Patent number
US04806685

Reaction notes

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