1-(4-Chlorophenyl)-1-cyclopropyl-4-(3-phenoxyphenyl)-1-butene → 1-(4-Chlorophenyl)-1-cyclopropyl4-(3-phenoxyphenyl)butane

HRID 1383238Notes

Reaction equation

HRID 1383238 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:25]2[CH2:27][CH2:26]2)=[CH:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:13]=2)=[CH:4][CH:3]=1>[Ni].C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:25]2[CH2:26][CH2:27]2)[CH2:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:13]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 537098611-(4-Chlorophenyl)-1-cyclopropyl-4-(3-phenoxyphenyl)-1-butene

Product 1

HCID 212741601-(4-Chlorophenyl)-1-cyclopropyl4-(3-phenoxyphenyl)butaneYield 78.6%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

This compound was prepared in a manner analogous to that of Example 4, Step E, by hydrogenation of 1.0 gram (0.0027 mole) of 1-(4-chlorophenyl)-1-cyclopropyl-4-(3-phenoxyphenyl)-1-butene in the presence of 0.35 gram of Raney nickel in 75 mL of ethanol. This procedure yielded 0.8 gram of 1-(4-chlorophenyl)-1-cyclopropyl-4(3-phenoxyphenyl)butane as an a oil. The nmr spectrum was consistent with the proposed structure.

Workup

  1. customThis compound was prepared in a manner analogous to that of Example 4, Step E

Sources & evidence

ORD record
ord-4443c30b848444008e3bff40a3d38e11
Source dataset
uspto-grants-1989_02
Patent number
US04808762

Reaction notes

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