Isopropyl iodide → HCID 21568412, compound

HRID 1579380Notes

Reaction equation

HRID 1579380 reaction equation
[Mg].[CH:2](I)([CH3:4])[CH3:3].[N:6]1[CH:11]=[CH:10][CH:9]=[C:8]2[CH2:12][C:13]3[CH:19]=[C:18]([CH:20]=[O:21])[CH:17]=[CH:16][C:14]=3[O:15][C:7]=12.[Cl-].[NH4+]>CCOCC>[N:6]1[CH:11]=[CH:10][CH:9]=[C:8]2[CH2:12][C:13]3[CH:19]=[C:18]([CH:20]([OH:21])[CH:2]([CH3:4])[CH3:3])[CH:17]=[CH:16][C:14]=3[O:15][C:7]=12

Participants

6

Reactant 4

HCID 6362Isopropyl iodideHCID 25517Ammonium ChlorideHCID 5462224MagnesiumHCID 13229174HCID 13229174, compound

Product 1

HCID 21568412HCID 21568412, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A Grignard reagent is prepared from 2.14 g of magnesium and 13.1 g of isopropyl iodide in 50 ml of ether in a conventional manner. 12.5 g of 5H-[1]benzopyrano[2,3-b]pyridine-7-carbaldehyde is added to the Grignard reagent, and the mixture is stirred under reflux for 2 hours. After cooling, a saturated ammonium chloride solution is added to the reaction mixture, and the ether layer is separated. The ether is distilled off to give crude 1-(5H-[1]benzopyrano [2,3-b]pyridin-7-yl)-2-methyl-1-propanol.

Workup

  1. temperatureunder reflux for 2 hours
  2. temperatureAfter cooling
  3. customthe ether layer is separated
  4. distillationThe ether is distilled off

Sources & evidence

ORD record
ord-de7e156bd00144fdac66547c2cda5701
Source dataset
uspto-grants-1976_01
Patent number
US03931199

Reaction notes

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