Ammonium Hydroxide → HCID 178486436, compound

HRID 428632Notes

Reaction equation

HRID 428632 reaction equation
[Sn](Cl)(Cl)(Cl)Cl.[CH3:6][O:7][CH:8](Cl)Cl.C[O:12][C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[CH:18]([CH2:22][C:23]1[N:24]=[CH:25][NH:26][CH:27]=1)[CH2:17][CH2:16]2.[OH-].[NH4+]>C(Cl)Cl.O>[NH:26]1[CH:27]=[C:23]([CH2:22][CH:18]2[C:19]3[C:15](=[CH:14][C:8]([O:7][CH3:6])=[C:21]([CH:13]=[O:12])[CH:20]=3)[CH2:16][CH2:17]2)[N:24]=[CH:25]1

Participants

7

Reactant 4

HCID 14923Ammonium HydroxideHCID 21004Methane, dichloromethoxy-HCID 24287Tin tetrachlorideHCID 178487133HCID 178487133, compound

Product 1

HCID 178486436HCID 178486436, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

Tin(IV)chloride (800 mg) is added dropwise to a stirred solution of dichloromethyl methyl ether (343 mg) in methylene chloride (8 ml) with ice cooling under a nitrogen atmosphere. The solution is stirred at 0° C. for one hour before adding a solution of 4-(5-methoxyindan-1-ylmethyl)-1H-imidazole (300 mg) in methylene chloride (4 ml). The resulting mixture is allowed to warm to ambient temperature while being stirred for 4 hours. The mixture is then poured into cold water and is made basic with ammonium hydroxide solution. Work-up of the mixture gives the crude product which is purified by flash chromatography and recrystallized from ethyl acetate.

Workup

  1. temperatureto warm to ambient temperature
  2. stirringwhile being stirred for 4 hours

Sources & evidence

ORD record
ord-cd7fd07cedc745e592dc75945d27dac9
Source dataset
uspto-grants-2001_11
Patent number
US06313311B1

Reaction notes

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