Potassium Carbonate → HCID 57799713, compound

HRID 2100729Notes

Reaction equation

HRID 2100729 reaction equation
[OH:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=[O:11])=[CH:4][C:3]=1[O:12][CH3:13].C([O-])([O-])=O.[K+].[K+].BrC[CH2:22][CH2:23][O:24][CH3:25]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH3:13][O:12][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:2]=1[O:1][CH2:22][CH2:23][O:24][CH3:25])[C:8](=[O:11])[CH2:7][CH2:6]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2331486-hydroxy-5-methoxy-2,3-dihydro-1H-inden-1-oneHCID 5245511-Bromo-3-methoxypropane

Product 1

HCID 57799713HCID 57799713, compound

Reagents, catalysts & solvents 1

HCID 67553Tetrabutylammonium IodideCatalyst

Procedure

To a mixture of 6-Hydroxy-5-methoxy-indan-1-one (10.5 g, 59 mmol), K2CO3 (16 g, 118 mmol), tetrabutyl-ammonium iodide (2 g, 5.9 mmol) suspended in actone (200 ml), 1-Bromo-3-methoxy-propane (8.5 ml, 88.5 mmol) was added, and then the mixture was heated to reflux for 4 hs under N2. The solid was filtered off and washed by actone (50 ml×3), the filtrate was concentrated to give the crude product which was used directly for next step without purification. LC-MS: m/e 237 (MH+)

Workup

  1. additionwas added
  2. temperaturethe mixture was heated
  3. temperatureto reflux for 4 hs under N2
  4. filtrationThe solid was filtered off
  5. washwashed by actone (50 ml×3)
  6. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-eb99f07a9a7a437b8322877d0a8b451d
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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