2-Tert-Butylphenol → HCID 68285452, compound

HRID 1618890Notes

Reaction equation

[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[Cs+].[Cs+].C(CC(=O)C(C)(C)C)(=O)C(C)(C)C.Br[C:32]1[CH:33]=[N:34][C:35]2[C:40]([CH:41]=1)=[CH:39][CH:38]=[CH:37][CH:36]=2>CN1CCCC1=O.[Cu]Cl>[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][C:32]1[CH:33]=[N:34][C:35]2[C:40]([CH:41]=1)=[CH:39][CH:38]=[CH:37][CH:36]=2)([CH3:4])([CH3:2])[CH3:3]

Participants

Conditions

Temperature: 130 °C

Procedure

0.60 g of 2-t-butylphenol, 1.3 g of cesium carbonate, 0.07 g of dipivaloylmethane, 0.42 g of 3-bromoquinoline, and 0.20 g of copper (I) chloride were dissolved in 4 ml of N-methylpyrrolidone, and the mixture was stirred for one day at 130° C. The resultant was purified by silica gel column chromatography, and 0.04 g of 3-(2-t-butyl-phenoxy)-quinoline (Compound Number 14) was obtained.

Workup

customThe resultant was purified by silica gel column chromatography

Sources & evidence

ORD record: ord-ccafe804435e49cc8591db7f63dad95d
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772200B2

Reaction notes

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