Sodium Iodide → HCID 21503451, compound

HRID 1288193Notes

Reaction equation

HRID 1288193 reaction equation
[CH2:1]([N:8]1[CH2:22][CH2:21][C:20]2[C:11](=[N:12][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[C:19]=2[OH:23])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:24]1[CH:29]=[CH:28][C:27]([CH2:30][CH2:31]Cl)=[CH:26][CH:25]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>>[CH2:1]([N:8]1[CH2:22][CH2:21][C:20]2[C:11](=[N:12][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[C:19]=2[O:23][CH2:31][CH2:30][C:27]2[CH:28]=[CH:29][CH:24]=[CH:25][CH:26]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 2314961-Chloro-2-phenylethaneHCID 178515157HCID 178515157, compound

Product 1

HCID 21503451HCID 21503451, compoundYield 73%

Procedure

A mixture of 4.5 gm (15 millimols) of 3-benzyl-11-hydroxy-1,2,4,5-tetrahydro-3H-azepino[4,5-b]quinoline, 4.2 gm (30 millimols) of β-phenethyl chloride, 4.15 gm (30 millimols) of potassium carbonate, 5 gm of sodium iodide and 10 ml of butanone-(2) was boiled for 207 hours. The mixture was then suction-filtered, and the filter cake was purified by column chromatography on silicagel with ethyl acetate as the eluant. Yield: 73% of theory; m.p. <20° C.

Workup

  1. filtrationThe mixture was then suction-filtered
  2. customthe filter cake was purified by column chromatography on silicagel with ethyl acetate as the eluant

Sources & evidence

ORD record
ord-84c2165170294c42a6d827a69aa0d188
Source dataset
uspto-grants-1976_10
Patent number
US03987047

Reaction notes

Loading…