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Sodium Hydroxide → 4-[4-[2-[2-(methylsulfanyl)ethyl]-1H-imidazol-1-yl]butyl]phenol

HRID 1610949
Notes
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Reaction equation

HRID 1610949 reaction equation
[CH3:1][S:2][CH2:3][CH2:4][C:5]1[N:6]([CH2:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20]C(C)(C)C)=[CH:16][CH:15]=2)[CH:7]=[CH:8][N:9]=1.[OH-].[Na+]>Cl>[CH3:1][S:2][CH2:3][CH2:4][C:5]1[N:6]([CH2:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=2)[CH:7]=[CH:8][N:9]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22259289tert-Butyl 4-[4-[2-[2-(methylsulfanyl)ethyl]-1H-imidazol-1-yl]butyl]phenyl ether

Product 1

HCID 222593154-[4-[2-[2-(methylsulfanyl)ethyl]-1H-imidazol-1-yl]butyl]phenolYield 63.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
50 °C

Procedure

tert-Butyl 4-[4-[2-[2-(methylsulfanyl)ethyl]-1H-imidazol-1-yl]butyl]phenyl ether (2.11 g) was dissolved in 4N hydrochloric acid (6 ml), and the mixture was stirred at 50° C. for 1 hr. The reaction mixture was neutralized with 30% aqueous sodium hydroxide solution to give crystals, which were collected by filtration and washed with diethyl ether to give the titled compound (1.12 g) as a colorless crystal powder.

Workup

  1. customto give crystals, which
  2. filtrationwere collected by filtration
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-83e4355eda844aa29e8d9d8bbacf4dbb
Source dataset
uspto-grants-2006_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06984653B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes