5-(phenylmethoxy)-1H-indole-3-carbaldehyde → 4-Methylbenzyloxylindole-3-carboxaldehyde

HRID 129679Notes

Reaction equation

HRID 129679 reaction equation
[CH3:1]N(CCC1C=CC=CC=1)C(=O)COC1C=C2C(=CC=1)NC=C2.C[C:25]1[CH:41]=[CH:40][C:28]([CH2:29][O:30]C2C=C3C(=CC=2)NC=C3)=[CH:27][CH:26]=1.C(O[C:50]1[CH:51]=[C:52]2[C:56](=[CH:57][CH:58]=1)[NH:55][CH:54]=[C:53]2[CH:59]=[O:60])C1C=CC=CC=1.CC1C=CC(COC2C=C3C(=CC=2)NC=C3C=O)=CC=1>>[CH3:1][C:51]1[CH:50]=[CH:58][CH:57]=[C:56]2[C:52]=1[C:53]([CH:59]=[O:60])=[C:54]([O:30][CH2:29][C:28]1[CH:40]=[CH:41][CH:25]=[CH:26][CH:27]=1)[NH:55]2

Participants

5

Reactant 4

HCID 813985-(phenylmethoxy)-1H-indole-3-carbaldehydeHCID 19372247N-methyl-N-phenethyl-2-(5-indolyloxy)acetamideHCID 193722585-((4-Methylbenzyl)oxy)-1H-indole-3-carbaldehydeHCID 193723805-(4-Methylbenzyloxy)indole

Product 1

HCID 867491154-Methylbenzyloxylindole-3-carboxaldehyde

Procedure

When N-methyl-N-phenethyl-2-(5-indolyloxy)acetamide is replaced in the procedure of Example 6 with 5-benzyl-oxyindole and 5-(4-methylbenzyloxy)indole then the products obtained are 5-benzyloxyindole-3-carboxaldehyde and 5-(4-methylbenzyloxy)indole-3-carboxaldehyde. NMR confirms these structures.

Workup

  1. customthe products obtained

Sources & evidence

ORD record
ord-eed06a9c2f9c4578a77cd8b85477ad26
Source dataset
uspto-grants-1995_11
Patent number
US05468898

Reaction notes

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