HCID 22269747, compound → HCID 22269697, compound

HRID 488517Notes

Reaction equation

HRID 488517 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=2)=[CH:4][C:3]=1[C:19]([F:22])([F:21])[F:20]>C1COCC1.[Ni]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)=[CH:4][C:3]=1[C:19]([F:20])([F:21])[F:22]

Participants

4

Reactant 1

HCID 22269747HCID 22269747, compound

Product 1

HCID 22269697HCID 22269697, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared from trans-1-chloro-2-trifluoromethyl-4-[2-(4-nitrophenyl)ethenyl]benzene (22.53 g, 0.069 mol) and Ra—Ni (22 g) in THF (0.5 L) at 18° C. to 29° C. (ΔP=20.5 psi) under a hydrogen atmosphere using the procedure described in Example 1, Step B. This procedure yielded a white solid, 20.0 g (66.73 mmol, 97%) of the desired product. mp 62-64° C.

Sources & evidence

ORD record
ord-fa092890ac1d4442bc502400816d2a15
Source dataset
uspto-grants-2005_12
Patent number
US06972287B1

Reaction notes

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