Water → HCID 178419875, compound

HRID 279155Notes

Reaction equation

HRID 279155 reaction equation
[CH2:1]([C:8]1([C:19]2[N:20]=[CH:21][NH:22][CH:23]=2)[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]1O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[OH-].[Na+]>CS(O)(=O)=O>[CH:11]1[C:16]2[CH:17]3[C:8]([C:19]4[N:20]=[CH:21][NH:22][CH:23]=4)([CH2:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][C:7]=43)[CH2:9][CH2:10][C:15]=2[CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 178514945HCID 178514945, compound

Product 1

HCID 178419875HCID 178419875, compound

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidSolvent

Conditions

Temperature
140 °C

Procedure

2-Benzyl-2-(1H-imidazol-4-yl)-1,2,3,4-tetrahydronaphthalen-1-ol (0.68 g) was dissolved in CH3SO3H (17 ml) and heated at 140° C. for 3 hours. After cooling in an ice bath, water (80 ml) was added and pH was adjusted to 11.5-13.5 with 48% NaOH solution. The precipitated crude product (0.41 g) was filtered and washed with water. An analytical sample was purified by flash chromatography using methylene chloride/methanol (95/5) as eluent.

Workup

  1. temperatureAfter cooling in an ice bath
  2. customThe precipitated crude product (0.41 g)
  3. filtrationwas filtered
  4. washwashed with water
  5. customAn analytical sample was purified by flash chromatography

Sources & evidence

ORD record
ord-47bb4ad5b8e14bc6824959713a7806cb
Source dataset
uspto-grants-2002_03
Patent number
US06362211B1

Reaction notes

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