4-Methoxyphenol → HCID 68999584, compound

HRID 749953Notes

Reaction equation

HRID 749953 reaction equation
Cl.CN(C)C[C:5]([OH:7])=[O:6].C(=O)([O-])[O-].[Cs+].[Cs+].[Cl:15][C:16]1[CH:21]=[CH:20][C:19](I)=[CH:18][CH:17]=1.CO[C:25]1[CH:30]=[CH:29][C:28](O)=[CH:27][CH:26]=1>O1CCOCC1>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([O:6][CH2:5][O:7][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 90154-MethoxyphenolHCID 10796Cesium carbonateHCID 125101-Chloro-4-iodobenzeneHCID 75605N,N-Dimethylglycine hydrochloride

Product 1

HCID 68999584HCID 68999584, compoundYield 957.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Following the general procedure for Example 11 (step 1), N,N-dimethylglycine hydrochloride (0.51 g, 3.65 mmol), cesium carbonate (26 g, 79.8 mmol) and Cu(I) iodide (0.29 g, 1.52 mmol) were added to a solution of 4-chloroiodobenzene (6.4 g, 26.8 mmol) and 4-methoxyphenol (5.00 g, 40.3 mmol) in dioxane (10 mL) to afford the title compound (8.2 g, 100%) as a brown oil.

Sources & evidence

ORD record
ord-52426b86026c4e39b64d5da4c5d8fe84
Source dataset
uspto-grants-2008_07
Patent number
US07402684B2

Reaction notes

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