HCID 86673915, compound → HCID 71008286, compound

HRID 1887485Notes

Reaction equation

HRID 1887485 reaction equation
[CH2:1]([N:5]([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]([F:21])([F:20])[F:19])=[CH:12][CH:11]=1)[C:6](=[O:9])[CH:7]=[CH2:8])[CH2:2]C=C>Cl[Ru](=CC1C=CC=CC=1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)Cl.C(Cl)Cl>[F:21][C:18]([F:19])([F:20])[CH2:17][O:16][C:13]1[CH:12]=[CH:11][C:10]([N:5]2[CH2:1][CH2:2][CH:8]=[CH:7][C:6]2=[O:9])=[CH:15][CH:14]=1

Participants

4

Reactant 1

HCID 86673915HCID 86673915, compound

Product 1

HCID 71008286HCID 71008286, compoundYield 66.4%

Reagents, catalysts & solvents 2

HCID 178479819HCID 178479819, compoundCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
45 °C

Procedure

A mixture of N-But-3-enyl-N-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-acrylamide (1.6 g, 5 mmol) and Grubbs catalyst (0.24 g) in 30 mL of DCM was heated to 45° C. overnight. The mixture was evaporated to dryness. The residue was purified by silica-gel column chromatography (eluting with petroleum ether/ethyl acetate=5:1) to obtain the title compound as grey solid (0.9 g, 66%). LC-MS: 272.1 [M+1]+.

Workup

  1. customThe mixture was evaporated to dryness
  2. customThe residue was purified by silica-gel column chromatography (eluting with petroleum ether/ethyl acetate=5:1)

Sources & evidence

ORD record
ord-706713770e1a41b6977871d7adc0818e
Source dataset
uspto-grants-2013_08
Patent number
US08501768B2

Reaction notes

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