Sodium Hydroxide → HCID 22916407, compound

HRID 1376376Notes

Reaction equation

HRID 1376376 reaction equation
C[O:2][C:3]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:15]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:14]=[N:13]1)=[O:4].[OH-].[Na+]>C(O)C>[C:3]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:15]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:14]=[N:13]1)([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22916383HCID 22916383, compound

Product 1

HCID 22916407HCID 22916407, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(7-Methoxycarbonylheptyl)-4,5-diphenyltriazole (1g) was treated with 2N sodium hydroxide in aqueous ethanol at reflux temperature for 2.5 hours. The ethanol was removed in vaCuo and the residual mixture acidified with 2N aq HCl. The aqueous solution was extracted with ethyl acetate and the organic extracts combined, dried over magnesium sulphate and evaporated to dryness in vacuo. Recrystallisation from ethanol and water gave 1-(7-carboxyheptyl)-4,5-diphenyltriazole (0.61 g, 64%) as a white solid, m.p. 103°-104° C. Found: C, 72.66; H, 6.92; N, 11.44%

Workup

  1. temperatureat reflux temperature for 2.5 hours
  2. customThe ethanol was removed in vaCuo
  3. extractionThe aqueous solution was extracted with ethyl acetate
  4. dry with materialdried over magnesium sulphate
  5. customevaporated to dryness in vacuo
  6. customRecrystallisation from ethanol and water

Sources & evidence

ORD record
ord-3e2a244da5804ab6990d7596c24450e7
Source dataset
uspto-grants-1997_09
Patent number
US05663053

Reaction notes

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