3-Furanol, tetrahydro- → HCID 21418205, compound

HRID 441813Notes

Reaction equation

HRID 441813 reaction equation
[Br-].[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[N+:8]([CH3:13])[CH:7]=[CH:6]2.C(=O)([O-])[O-].[Na+].[Na+].O[CH:21]1[CH2:25][CH2:24][O:23][CH2:22]1.[C:26]1([CH3:36])[CH:31]=[CH:30][C:29]([S:32]([O-:35])(=[O:34])=[O:33])=[CH:28][CH:27]=1>C(#N)C.CCOCC>[O:23]1[CH2:24][CH2:25][CH:21]([O:2][C:3]2[CH:4]=[C:5]3[C:10](=[CH:11][CH:12]=2)[CH:9]=[N+:8]([CH3:13])[CH:7]=[CH:6]3)[CH2:22]1.[C:26]1([CH3:36])[CH:27]=[CH:28][C:29]([S:32]([O-:35])(=[O:33])=[O:34])=[CH:30][CH:31]=1

Participants

7

Reactant 4

HCID 99603-Furanol, tetrahydro-HCID 10340Sodium CarbonateHCID 85570p-ToluenesulfonateHCID 21418186HCID 21418186, compound

Product 1

HCID 21418205HCID 21418205, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6342AcetonitrileSolvent

Procedure

6-Hydroxy-2-methylisoquinolinium bromide (2.4 g.), sodium carbonate (5 g.) and 3-hydroxytetrahydrofuran, p-toluenesulphonate (5 g.) in acetonitrile (100 ml) were heated under reflux for 60 hours. The mixture was cooled and diluted with ether. The solid that crystallised was collected and had m.p. 144°-146°.

Workup

  1. temperatureunder reflux for 60 hours
  2. temperatureThe mixture was cooled
  3. customThe solid that crystallised
  4. customwas collected

Sources & evidence

ORD record
ord-cb8bfa525e00411c89bda71313c4331c
Source dataset
uspto-grants-1977_08
Patent number
US04042697

Reaction notes

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