Potassium Hydroxide → HCID 58574276, compound

HRID 1619360Notes

Reaction equation

HRID 1619360 reaction equation
C[Si]([C:5]#[C:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11](=[O:26])[N:12]3[CH2:25][CH2:24][C:19]4([O:23][CH2:22][CH2:21][O:20]4)[CH2:18][CH2:17][C:13]3=[N:14]2)=[CH:9][CH:8]=1)(C)C.[OH-].[K+]>CO>[C:6]([C:7]1[CH:16]=[C:15]2[C:10]([C:11](=[O:26])[N:12]3[CH2:25][CH2:24][C:19]4([O:23][CH2:22][CH2:21][O:20]4)[CH2:18][CH2:17][C:13]3=[N:14]2)=[CH:9][CH:8]=1)#[CH:5]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 58574504HCID 58574504, compound

Product 1

HCID 58574276HCID 58574276, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-((trimethylsilyl)ethynyl)-9,10-dihydro-6H-spiro[azepino[2,1-b]quinazoline-8,2′-[1,3]dioxolan]-12(7H)-one (1.5 g, 4.1 mmol, 1 equiv) and 1 N aq. KOH in methanol was stirred at rt for half an hour. The reaction mixture was quenched with water and extracted with ethyl acetate (3×100 mL). The combined organic layers were washed with brine and dried over anhydrous sodium sulfate, then concentrated under reduced pressure. The product was obtained by silica gel chromatography purification.

Workup

  1. customThe reaction mixture was quenched with water
  2. extractionextracted with ethyl acetate (3×100 mL)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe product was obtained by silica gel chromatography purification

Sources & evidence

ORD record
ord-b17bae9b01cb47e4ae8f422add67b0f7
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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