1-Methyl-1H-pyrrole-2-carbaldehyde → 1H-Indole, 1-ethyl-2-methyl-

HRID 1660410Notes

Reaction equation

HRID 1660410 reaction equation
[C:1]1([CH3:10])[CH:6]=[CH:5][C:4](S([O-])=O)=[CH:3][CH:2]=1.[Na+].C[N:13]1[CH:17]=[CH:16][CH:15]=[C:14]1C=O>>[CH2:17]([N:13]1[C:6]2[C:1](=[CH:2][CH:3]=[CH:4][CH:5]=2)[CH:10]=[C:14]1[CH3:15])[CH3:16]

Participants

3

Reactant 2

HCID 145041-Methyl-1H-pyrrole-2-carbaldehydeHCID 2723791Sodium p-toluenesulfinate

Product 1

HCID 1704321H-Indole, 1-ethyl-2-methyl-Yield 94%

Procedure

Following a procedure similar to that described in Example 1A but employing 6.3 g. of 85% sodium p-toluenesulfinate, 2.2 g. of 98% 1-methylpyrrole-2-carboxaldehyde and 3.8 g. of 94% 1-ethyl-2-methyl-1H-indole, there was obtained 8.4 g. of 3-[(1-methyl-2-pyrrolyl)(4-methylphenylsulfonyl)methyl]-1-ethyl-2-methyl-1H-indole, m.p. 180° C.

Sources & evidence

ORD record
ord-66af35d013054205a2aa9796d8db7e2e
Source dataset
uspto-grants-1981_12
Patent number
US04307898

Reaction notes

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