2-Bromotoluene → 4-[(4-Tert-butylphenyl)sulfonyl]-1-(2-methylphenyl)piperidine

HRID 1868073Notes

Reaction equation

HRID 1868073 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Br[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[CH3:27]>>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([S:11]([CH:14]2[CH2:15][CH2:16][N:17]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[CH3:27])[CH2:18][CH2:19]2)(=[O:13])=[O:12])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 72362-BromotolueneHCID 185386364-[(4-Tert-butylphenyl)sulfonyl]piperidine

Product 1

HCID 685548264-[(4-Tert-butylphenyl)sulfonyl]-1-(2-methylphenyl)piperidineYield 44.1%

Procedure

Using the procedure from Example 7A, 4-[(4-tert-butylphenyl)sulfonyl]piperidine (100 mg, 0.36 mmol) was reacted with 2-bromotoluene (53 μl, 0.43 mmol) to afford the title compound (59 mg), a yellow solid, in 44% yield.

Sources & evidence

ORD record
ord-e00085e35fc64b7c92edff9ab278ba6a
Source dataset
uspto-grants-2009_12
Patent number
US07632838B2

Reaction notes

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