Sodium Hydroxide → HCID 67833767, compound

HRID 1646129Notes

Reaction equation

HRID 1646129 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=2[Cl:39])[C:7](/[CH:19]=[C:20](\[CH2:26][C:27]2[S:28][CH:29]=[CH:30][CH:31]=2)/[C:21]([O:23]CC)=[O:22])=[C:8]([CH2:10][O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13])[N:9]=1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>C(O)C>[CH2:1]([C:5]1[N:6]([CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=2[Cl:39])[C:7](/[CH:19]=[C:20](\[CH2:26][C:27]2[S:28][CH:29]=[CH:30][CH:31]=2)/[C:21]([OH:23])=[O:22])=[C:8]([CH2:10][O:11][Si:12]([C:15]([CH3:17])([CH3:18])[CH3:16])([CH3:14])[CH3:13])[N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86746473HCID 86746473, compound

Product 1

HCID 67833767HCID 67833767, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
25 °C

Procedure

A solution of ethyl (E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl}-4-(t-butyldimethylsilyloxy)methyl-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoate (0.287 mmol) in absolute ethanol (3 mL) is treated portionwise with one equivalent of 10% sodium hydroxide solution. After being stirred overnight at 25° C., the reaction is heated to 50° C. for 4 hours, then concentrated in vacuo. The residual product is taken up in water, acidified to pH 5-6 and extracted with methylene dichloride. The isolated, dried, concentrated product is triturated with methanol/ether to provide the title compound.

Workup

  1. temperaturethe reaction is heated to 50° C. for 4 hours
  2. concentrationconcentrated in vacuo
  3. extractionextracted with methylene dichloride
  4. customThe isolated, dried
  5. customconcentrated product is triturated with methanol/ether

Sources & evidence

ORD record
ord-f8072811ddb54617850366a12aa90803
Source dataset
uspto-grants-1993_01
Patent number
US05177096

Reaction notes

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