Water → HCID 178515306, compound

HRID 428628Notes

Reaction equation

HRID 428628 reaction equation
[Br:1]Br.Cl.[NH:4]1[CH:8]=[C:7]([CH2:9][CH:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([OH:19])[CH:17]=3)[CH2:12][CH2:11]2)[N:6]=[CH:5]1.O.[OH-].[NH4+]>C(O)(=O)C>[Br:1][C:15]1[CH:14]=[C:13]2[C:18]([CH:10]([CH2:9][C:7]3[N:6]=[CH:5][NH:4][CH:8]=3)[CH2:11][CH2:12]2)=[CH:17][C:16]=1[OH:19]

Participants

6

Reactant 4

HCID 962WaterHCID 14923Ammonium HydroxideHCID 24408BromineHCID 178479615HCID 178479615, compound

Product 1

HCID 178515306HCID 178515306, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
21.5 °C

Procedure

Bromine (130 mg, 1 eq.) is added dropwise to a stirred suspension of 3-(1H-imidazol-4-ylmethyl)-indan-5-ol hydrochloride (130 mg) in acetic acid (6 ml). The mixture is stirred at 20-23° C. for 3 hours. The reaction mixture is then poured into water and is made alkaline with ammonium hydroxide solution. The product is extracted into ethyl acetate which is washed with water, dried with sodium sulfate and evaporated to dryness. The product is purified by flash chromatography using methylene chloride-methanol as eluent and is then converted to the hydrochloride salt in ethyl acetate-ethanol solution.

Workup

  1. extractionThe product is extracted into ethyl acetate which
  2. washis washed with water
  3. dry with materialdried with sodium sulfate
  4. customevaporated to dryness
  5. customThe product is purified by flash chromatography

Sources & evidence

ORD record
ord-75346f2f859b4f4d95144a936fb8b62b
Source dataset
uspto-grants-2001_11
Patent number
US06313311B1

Reaction notes

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