Potassium Hydroxide → 2-Methylsulfanyl-3-(2-trimethylsilanyl-ethoxymethyl)-3H-imidazole-4-carboxylate potassium salt

HRID 1508095Notes

Reaction equation

HRID 1508095 reaction equation
C([O:3][C:4]([C:6]1[N:7]([CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:20])([CH3:19])[CH3:18])[C:8]([S:11][CH3:12])=[N:9][CH:10]=1)=[O:5])C.[OH-].[K+:22]>>[K+:22].[CH3:12][S:11][C:8]1[N:7]([CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:18])([CH3:20])[CH3:19])[C:6]([C:4]([O-:5])=[O:3])=[CH:10][N:9]=1

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 589945432-Methylsulfanyl-3-(2-trimethylsilanyl-ethoxymethyl)-3H-imidazole-4-carboxylic acid ethyl ester

Product 1

HCID 689480902-Methylsulfanyl-3-(2-trimethylsilanyl-ethoxymethyl)-3H-imidazole-4-carboxylate potassium salt

Conditions

Temperature
60 °C

Procedure

To a solution of 2-methylsulfanyl-3-(2-trimethylsilanyl-ethoxymethyl)-3H-imidazole-4-carboxylic acid ethyl ester (99 mg, 0.31 mmol)(as prepared in the previous step) was added 2 N KOH (0.16 mL, 0.32 mmol) and the mixture heated to 60° C. for 3 h. The mixture was concentrated and dried under vacuum to give the title compound as a white solid. Mass spectrum (ESI, m/z): Calcd. for C11H19KN2O3SSi, 289.1 (M-K+2H). found 288.7.

Workup

  1. concentrationThe mixture was concentrated
  2. customdried under vacuum

Sources & evidence

ORD record
ord-0d69b199a08846a6a5cbfb93e52bc9a8
Source dataset
uspto-grants-2015_12
Patent number
US09221797B2

Reaction notes

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