Sodium Hydroxide → HCID 86714413, compound

HRID 1750200Notes

Reaction equation

HRID 1750200 reaction equation
C[O:2][C:3]([C:5]1[CH:24]=[CH:23][C:8]2[N:9]([CH:18]([CH2:21][CH3:22])[CH2:19][CH3:20])[C:10]([CH2:12][CH:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[N:11][C:7]=2[CH:6]=1)=[O:4].[OH-].[Na+]>CO>[CH:13]1([CH2:12][C:10]2[N:9]([CH:18]([CH2:19][CH3:20])[CH2:21][CH3:22])[C:8]3[CH:23]=[CH:24][C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]=3[N:11]=2)[CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86714412Cyclopentylmethyl-1-(1-ethyl-propyl)-1H-benzoimidazole-5-carboxylic acid methyl ester

Product 1

HCID 86714413HCID 86714413, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
140 °C

Procedure

To 3.22 g of -Cyclopentylmethyl-1-(1-ethyl-propyl)-1H-benzoimidazole-5-carboxylic acid methyl ester 5 ml of methanol and 7 ml of 2 M aqueous sodium hydroxide solution were added and the reaction was heated in a microwave reactor to 140° C. for 1 h. The methanol was removed by distillation and the mixture was adjusted to pH 5 by the addition of 2M aqueous hydrochloric acid. The precipitated product was collected by filtration, washed with water and dried in vacuo. 2.22 g (65%) of Cyclopentylmethyl-1-(1-ethyl-propyl)-1H-benzoimidazole-5-carboxylic acid were obtained as light-brown solid.

Workup

  1. customThe methanol was removed by distillation
  2. additionthe mixture was adjusted to pH 5 by the addition of 2M aqueous hydrochloric acid
  3. filtrationThe precipitated product was collected by filtration
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-520b59a625224fe693344fae74a31c28
Source dataset
uspto-grants-2015_10
Patent number
US09156796B2

Reaction notes

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