HCID 22506825, compound → HCID 22506860, compound

HRID 985589Notes

Reaction equation

HRID 985589 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[C:8]([CH3:19])[C:9]([O:14]CC(C)=C)=[CH:10][C:11]=2[CH3:13])[CH2:6][CH:5]1[CH3:20])(=[O:3])[CH3:2]>C(N(CC)C1C=CC=CC=1)C.C(OCC)C>[C:1]([N:4]1[C:12]2[C:7](=[C:8]([CH3:19])[C:9]([OH:14])=[C:10]([CH2:8][C:7]([CH3:12])=[CH2:6])[C:11]=2[CH3:13])[CH2:6][CH:5]1[CH3:20])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 22506825HCID 22506825, compound

Product 1

HCID 22506860HCID 22506860, compoundYield 174.2%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 7061N,N-DiethylanilineSolvent

Procedure

A solution of 1-acetyl-2,3-dihydro-2,4,7-trimethyl-5-[(2-methyl-2-propenyl)oxy]-1H-indole (3.8 g, 14.7 mmol) in N,N-diethylaniline (30 ml) was stirred for 2 hours at 200° C. under nitrogen atmosphere. The reaction mixture was diluted with diethyl ether, and washed with 1N hydrochloric acid, water and saturated brine. The organic layer was dried over magnesium sulfate, filtered and concentrated under reduced pressure to obtain 3.5 g of the title compound as an oil.

Workup

  1. washwashed with 1N hydrochloric acid, water and saturated brine
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b1e575df41b04b44a5fe053c3094ebb3
Source dataset
uspto-grants-2005_03
Patent number
US06872718B1

Reaction notes

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