Diethyl Ether → HCID 22734530, compound

HRID 2084685Notes

Reaction equation

HRID 2084685 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([OH:20])[C:14]=3[CH:13]=[CH:12]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:21]N(C)C=O.C(O[CH2:29][CH3:30])C>C(=O)([O-])[O-].[K+].[K+].C(Br)C=C>[CH2:21]([O:20][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]2[C:14]=1[CH:13]=[CH:12][N:11]2[S:8]([C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=1)(=[O:10])=[O:9])[CH:29]=[CH2:30]

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 6228DimethylformamideHCID 103793091-[(4-methylphenyl)sulfonyl]-1H-indol-4-ol

Product 1

HCID 22734530HCID 22734530, compound

Reagents, catalysts & solvents 2

HCID 7841Allyl bromideSolventHCID 11430Potassium CarbonateSolvent

Procedure

Treatment of 1-[(4-methylphenyl)sulfonyl]-1H-indol-4-ol with potassium carbonate and allyl bromide in N,N-dimethylformamide (29.24 g, 0.242 mol) followed by aqueous workup and extraction with diethyl ether provides 4-(allyloxy)-1-[(4-methylphenyl)sulfonyl]-1H-indole.

Sources & evidence

ORD record
ord-4ecce77003b84c6cb1ba26f32e449466
Source dataset
uspto-grants-2004_04
Patent number
US06716998B2

Reaction notes

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