Sodium Hydroxide → HCID 54005264, compound

HRID 326128Notes

Reaction equation

HRID 326128 reaction equation
C([O:3][C:4]([CH:6]=[CH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[N:18]2[CH:19]=[N:20][CH:21]=[C:17]2[CH:16]=[CH:15][CH:14]=1)=[O:5])C.[OH-].[Na+]>CO>[C:4]([CH:6]=[CH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[N:18]2[CH:19]=[N:20][CH:21]=[C:17]2[CH:16]=[CH:15][CH:14]=1)([OH:5])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53730263HCID 53730263, compound

Product 1

HCID 54005264HCID 54005264, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2.8 g of 5-(7-ethoxycarbonyl- hept-6-enyl)imidazo[1,5-a]pyridine in 30 ml of methanol is added 15 ml of 1 N sodium hydroxide. The reaction is stirred at room temperature for 3 hours. The methanol is evaporated under reduced pressure and the residue diluted with 30 ml of water and the solution adjusted to pH 7 with 1 N hydrochloric acid. The solution is extracted with 2×50 ml of ethyl acetate. The combined ethyl acetate extracts are dried over anhydrous magnesium sulfate, filtered and the solvent evaporated under reduced pressure to yield 5-(7-carboxyhept-6-enyl)-imidazo-[1,5-a]pyridine melting at 110°-111°.

Workup

  1. customThe methanol is evaporated under reduced pressure
  2. additionthe residue diluted with 30 ml of water
  3. extractionThe solution is extracted with 2×50 ml of ethyl acetate
  4. dry with materialThe combined ethyl acetate extracts are dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-004d7b8fba034cf5a4180187968aeecd
Source dataset
uspto-grants-1984_04
Patent number
US04444775

Reaction notes

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