Hydrogen Bromide → HCID 178515467, compound

HRID 428627Notes

Reaction equation

HRID 428627 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]([CH2:13][C:14]1[N:15]=[CH:16][NH:17][CH:18]=1)[CH2:8][CH2:7][CH2:6]2.Br.[OH-].[NH4+]>O>[NH:17]1[CH:18]=[C:14]([CH2:13][CH:9]2[CH2:8][CH2:7][CH2:6][C:5]3[CH:4]=[C:3]([OH:2])[CH:12]=[CH:11][C:10]2=3)[N:15]=[CH:16]1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 14923Ammonium HydroxideHCID 178487147HCID 178487147, compound

Product 1

HCID 178515467HCID 178515467, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture of 4-(6-methoxy-1,2,3,4-tetrahydronaphthalen-1-ylmethyl)-1H-imidazole (220 mg) and 48% hydrobromic acid (11 ml) is heated under reflux for one hour. The cooled reaction mixture is poured into water and is made basic 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 crude product is converted to its hydrochloride salt in ethyl acetate. The yield is 130 mg, m.p. 200-205° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for one hour
  3. customThe cooled reaction mixture
  4. extractionThe product is extracted into ethyl acetate which
  5. washis washed with water
  6. dry with materialdried with sodium sulfate
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-4ee20560ea90443bb14d823bc4160928
Source dataset
uspto-grants-2001_11
Patent number
US06313311B1

Reaction notes

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