Sodium p-toluenesulfinate → 1H-Indole, 1-ethyl-2-methyl-

HRID 2290800Notes

Reaction equation

HRID 2290800 reaction equation
[C:1]1([CH3:10])[CH:6]=[CH:5][C:4](S([O-])=O)=[CH:3][CH:2]=1.[Na+].C([CH2:19][CH2:20][NH:21][C:22]1C=CC(C=O)=C[CH:23]=1)C1C=CC=CC=1>>[CH2:22]([N:21]1[C:6]2[C:1](=[CH:2][CH:3]=[CH:4][CH:5]=2)[CH:10]=[C:20]1[CH3:19])[CH3:23]

Participants

3

Reactant 2

HCID 2723791Sodium p-toluenesulfinateHCID 57213386HCID 57213386, compound

Product 1

HCID 1704321H-Indole, 1-ethyl-2-methyl-Yield 86.1%

Procedure

Following a procedure similar to that described in Example 3A but employing 6.5 g. of 81.9% sodium p-toluenesulfinate, 6.3 g. of 95% 4-(benzylethylamino)benzaldehyde and 3.8 g. of 86.1% 1-ethyl-2-methyl-1H-indole, there was obtained 15.3 g. of 3-{[4-(benzylethylamino)phenyl](4-methylphenylsulfonyl)methyl}-1-ethyl-2-methyl-1H-indole as a gray tar-like product.

Sources & evidence

ORD record
ord-89c8f430a9d1423087d97005f9beb3d0
Source dataset
uspto-grants-1986_10
Patent number
US04618684

Reaction notes

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