HCID 86759628, compound → HCID 22506833, compound

HRID 985580Notes

Reaction equation

HRID 985580 reaction equation
[CH3:1][C:2]1[C:10]([O:11]CC(C)=C)=[CH:9][C:8]([CH3:16])=[C:7]2[C:3]=1[CH2:4][CH2:5][N:6]2[CH:17]=[O:18].[CH3:19][C:20]1[CH:28]=C(CC(C)=C)C(C)=C2[C:21]=1C=CN2C=O>CN(C)C1C=CC=CC=1.CCCCCC>[OH:11][C:10]1[C:2]([CH3:1])=[C:3]2[C:7](=[C:8]([CH3:16])[C:9]=1[CH2:21][C:20]([CH3:28])=[CH2:19])[N:6]([CH:17]=[O:18])[CH2:5][CH2:4]2

Participants

4

Reactant 1

HCID 86759628HCID 86759628, compound

Product 1

HCID 22506833HCID 22506833, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 949N,N-DimethylanilineSolventHCID 8058HexaneSolvent

Conditions

Temperature
220 °C

Procedure

2,3-Dihydro-5-hydroxy group-4,7-dimethyl-6-(2-methyl-2-propenyl)-1H-indole-1-carbaldehyde 2,3-Dihydro-4,7-dimethyl-5-[(2-methyl-2-propenyl)oxy]-1H-indole-1-carbaldehyde (6.00 g, 24.4 mmol) was suspended in N,N-dimethylaniline (25 ml) and stirred under argon atmosphere at 220° C. for 7 hours. The reaction mixture was cooled and diluted with hexane (50 ml) and stirred for 30 minutes. The precipitated crystals were filtered and washed with hexane to obtain 5.45 g of the title compound.

Workup

  1. temperatureThe reaction mixture was cooled
  2. stirringstirred for 30 minutes
  3. filtrationThe precipitated crystals were filtered
  4. washwashed with hexane

Sources & evidence

ORD record
ord-146383c0a66b4b21b1982447d2b02262
Source dataset
uspto-grants-2005_03
Patent number
US06872718B1

Reaction notes

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