4-Iodobenzoic acid → HCID 11744544, compound

HRID 1394541Notes

Reaction equation

HRID 1394541 reaction equation
[CH3:1][N:2]([CH3:25])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]3[CH:11]=[CH:12][C:13]([CH:21]([OH:24])[C:22]#[CH:23])=[CH:14][C:15]=3[C:16]([CH3:20])([CH3:19])[CH2:17][CH:18]=2)=[CH:5][CH:4]=1.I[C:27]1[CH:35]=[CH:34][C:30]([C:31]([OH:33])=[O:32])=[CH:29][CH:28]=1>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Cu](I)I>[CH3:25][N:2]([CH3:1])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]3[CH:11]=[CH:12][C:13]([CH:21]([OH:24])[C:22]#[C:23][C:27]4[CH:35]=[CH:34][C:30]([C:31]([OH:33])=[O:32])=[CH:29][CH:28]=4)=[CH:14][C:15]=3[C:16]([CH3:20])([CH3:19])[CH2:17][CH:18]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 120854-Iodobenzoic acidHCID 86601154HCID 86601154, compound

Product 1

HCID 11744544HCID 11744544, compound

Reagents, catalysts & solvents 2

HCID 83717Copper iodideCatalystHCID 178418476HCID 178418476, compoundCatalyst

Procedure

In a manner similar to that of Example 16b, by reacting 0.81 g (2.4 mmol) of 1-[5-(4-dimethylaminophenyl)-8,8-dimethyl-7,8-dihydro-2-naphthyl]prop-2-yn-1-ol with 0.496 g (2 mmol) of 4-iodobenzoic acid, 0.035 g (0.05 mmol) of trans-dichlorobis(triphenylphosphine)palladium and 0.019 g (b.1 mmol) of copper iodide, a beige-colored solid is obtained (0.65 g; yield=72%; m.p.=91° C.).

Workup

  1. customa beige-colored solid is obtained (0.65 g; yield=72%; m.p.=91° C.)

Sources & evidence

ORD record
ord-3c39c05424584cbfb09952b970269015
Source dataset
uspto-grants-2008_03
Patent number
US07348449B2

Reaction notes

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