Ammonium Chloride → HCID 66915443, compound

HRID 656486Notes

Reaction equation

HRID 656486 reaction equation
[CH2:1]([N:8]1[CH:12]=[C:11]([C:13]2[C:22]3[C:17](=[CH:18][C:19]([O:23][CH3:24])=[CH:20][CH:21]=3)[O:16][C:15](=[O:25])[CH:14]=2)[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:26]1([CH2:32][O:33][CH2:34][CH2:35][CH2:36][Mg]Br)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[Cl-].[NH4+]>O1CCCC1>[CH2:1]([N:8]1[CH:12]=[C:11]([C:13]2([CH2:36][CH2:35][CH2:34][O:33][CH2:32][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:22]3[C:17](=[CH:18][C:19]([O:23][CH3:24])=[CH:20][CH:21]=3)[O:16][C:15](=[O:25])[CH2:14]2)[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 57468505HCID 57468505, compoundHCID 178419683HCID 178419683, compound

Product 1

HCID 66915443HCID 66915443, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 1 mmol of 4-(1-benzyl-1H-imidazol-4-yl)-7-methoxychromen-2-one in 5 ml of tetrahydrofuran is added to a solution of 3 mmol of 3-(phenylmethoxy)propylmagnesium bromide [183312-54-1] in 5 ml of tetrahydrofuran. The mixture is subsequently stirred for 1 hour and then poured into saturated aqueous ammonium chloride solution. It is extracted with diethyl ether (3×). The combined organic phases are dried over sodium sulphate and evaporated. From the residue the title compound is identified by means of flash chromatography (SiO2 60F) on the basis of the Rf value.

Workup

  1. extractionIt is extracted with diethyl ether (3×)
  2. dry with materialThe combined organic phases are dried over sodium sulphate
  3. customevaporated

Sources & evidence

ORD record
ord-0a32163b539d4fbf852d4500c9c22855
Source dataset
uspto-grants-2011_12
Patent number
US08071774B2

Reaction notes

Loading…