N,N-Diethylaniline → HCID 22506835, compound

HRID 985574Notes

Reaction equation

HRID 985574 reaction equation
[CH3:1][C:2]1([CH3:20])[CH2:10][C:9]2[C:4](=[C:5]([CH3:17])[CH:6]=[C:7]([O:12]CC(C)=C)[C:8]=2[CH3:11])[N:3]1[CH:18]=[O:19].CCC[CH2:24][CH2:25][CH3:26].[CH2:27](N(CC)C1C=CC=CC=1)C>>[OH:12][C:7]1[C:8]([CH3:11])=[C:9]2[C:4](=[C:5]([CH3:17])[C:6]=1[CH2:27][C:25]([CH3:24])=[CH2:26])[N:3]([CH:18]=[O:19])[C:2]([CH3:1])([CH3:20])[CH2:10]2

Participants

4

Reactant 3

HCID 7061N,N-DiethylanilineHCID 8058HexaneHCID 22506841HCID 22506841, compound

Product 1

HCID 22506835HCID 22506835, compoundYield 84%

Procedure

A solution of 2,3-dihydro-2,2,4,7-tetramethyl-5-[(2-methyl-2-propenyl)oxy]-1H-indole-1-carbaldehyde (2.38 g, 8.71 mmol) in N,N-diethylaniline (5 ml) was stirred under nitrogen atmosphere at 200° C. for 8 hours. The reaction mixture was allowed to stand overnight, hexane was added thereto, and the crystal was collected by a filtration and recrystallized from ethanol-hexane to obtain 2.10 g of the title compound.

Workup

  1. filtrationthe crystal was collected by a filtration
  2. customrecrystallized from ethanol-hexane

Sources & evidence

ORD record
ord-ee7efb73eb9c4bd8b9f18cd93fc80bfb
Source dataset
uspto-grants-2005_03
Patent number
US06872718B1

Reaction notes

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