Sodium Hydroxide → HCID 25051856, compound

HRID 1674607Notes

Reaction equation

HRID 1674607 reaction equation
C([O:3][C:4](=[O:30])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:19]3[C:14](=[C:15]([O:20][CH2:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)[CH:16]=[CH:17][CH:18]=3)[C:13]([C:28]#[N:29])=[CH:12]2)=[CH:7][CH:6]=1)C.[OH-].[Na+]>C(O)C>[CH2:21]([O:20][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]2[C:14]=1[C:13]([C:28]#[N:29])=[CH:12][N:11]2[C:8]1[CH:7]=[CH:6][C:5]([C:4]([OH:30])=[O:3])=[CH:10][CH:9]=1)[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 25051855HCID 25051855, compound

Product 1

HCID 25051856HCID 25051856, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 4-(4-benzyloxy-3-cyanoindol-1-yl)benzoic acid ethyl ester (0.16 g) in ethanol (2 mL) was added 2 mol/L aqueous sodium hydroxide solution (0.4 mL), and this mixture was stirred at 50° C. overnight. Ethanol was removed under reduced pressure, and to this reaction mixture was added 2 mol/L hydrochloric acid (3 mL). The precipitated solid was collected by filtration, and this solid was washed with water and n-hexane to give the title compound (0.11 g).

Workup

  1. customEthanol was removed under reduced pressure
  2. additionto this reaction mixture was added 2 mol/L hydrochloric acid (3 mL)
  3. filtrationThe precipitated solid was collected by filtration
  4. washthis solid was washed with water and n-hexane

Sources & evidence

ORD record
ord-10e4efb8c2794d5eb9971e60f3024dd5
Source dataset
uspto-grants-2011_08
Patent number
US08003647B2

Reaction notes

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