4-(1-Propynyl)iodobenzene → HCID 178439005, compound

HRID 465889Notes

Reaction equation

HRID 465889 reaction equation
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]#[CH:19])=[CH:14][CH:13]=2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].[C:20]([C:23]1[CH:28]=[CH:27][C:26](I)=[CH:25][CH:24]=1)#[C:21][CH3:22]>C(NCC)C.[Cu](I)I>[CH2:20]([C@H:23]1[CH2:28][CH2:27][C@H:26]([CH2:19][CH2:18][C:15]2[CH:16]=[CH:17][C:12]([C:11]#[C:10][C:7]3[CH:6]=[CH:5][C:4]([C:1]#[C:2][CH3:3])=[CH:9][CH:8]=3)=[CH:13][CH:14]=2)[CH2:25][CH2:24]1)[CH2:21][CH3:22]

Participants

5

Reactant 2

HCID 121767134-(1-Propynyl)iodobenzeneHCID 178436258HCID 178436258, compound

Product 1

HCID 178439005HCID 178439005, compound

Reagents, catalysts & solvents 2

HCID 83717Copper iodideCatalystHCID 8021DiethylamineSolvent

Procedure

4-[2-(Trans-4-propylcyclohexyl)ethyl]phenylacetylene (2.54 g, 0.01 mol) and 4-(1-propynyl)iodobenzene (2.4 g, 0.01 mol) were dissolved in diethylamine (20 ml), and then copper iodide (0.11 g, 0.15 mmol) and dichlorobistriphenylphosphinepalladium dichloride (0.21 g, 0.3 mmol) were added. The resulting mixture was subjected to reaction and purification operations in the same manner as in Example 1, to obtain the objective 4-[2-(trans-4-propylcyclohexyl)ethyl]-4'-(1-propynyl)tolan (compound

Workup

  1. customThe resulting mixture was subjected to reaction and purification operations in the same manner as in Example 1

Sources & evidence

ORD record
ord-4243418e988e41889df35676ef2ab5c4
Source dataset
uspto-grants-1992_10
Patent number
US05154851

Reaction notes

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