Ammonium Hydroxide → HCID 178486438, compound

HRID 428629Notes

Reaction equation

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

Participants

Conditions

Temperature: 0 °C

Procedure

Tin(IV)chloride (1.60 g) is added dropwise to a stirred solution of dichloromethyl methyl ether (0.68 g) in methylene chloride (12 ml) with ice cooling under a nitrogen atmosphere. The solution is stirred at 0° C. for one hour before adding a solution of 4-(6-methoxyindan-1-ylmethyl)-1H-imidazole (0.60 g) 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. The product is extracted into methylene chloride which is washed with water, dried with sodium sulfate and evaporated to dryness. The crude product is purified by flash chromatography using methylene chloride-methanol as eluent.

Workup

temperatureto warm to ambient temperature
stirringwhile being stirred for 4 hours
extractionThe product is extracted into methylene chloride which
washis washed with water
dry with materialdried with sodium sulfate
customevaporated to dryness
customThe crude product is purified by flash chromatography

Sources & evidence

ORD record: ord-949393dbb6b141998ec5e6b3f8825a5c
Source dataset: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06313311B1

Reaction notes

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