Sodium Hydroxide → HCID 21469480, compound

HRID 1756925Notes

Reaction equation

HRID 1756925 reaction equation
[OH-].[Na+].[CH2:3]([C:13]1[N:14]=[N:15][N:16]([CH:18]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:19]([O:21]CC)=[O:20])[N:17]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]>C(O)C>[CH2:3]([C:13]1[N:14]=[N:15][N:16]([CH:18]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:19]([OH:21])=[O:20])[N:17]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19391039ethyl (+/-)-5-decyl-alpha-phenyl-2H-tetrazole-2-acetate

Product 1

HCID 21469480HCID 21469480, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Solid NaOH (0.33 g, 0.0084 mol) was added to a solution of ethyl (±)-5-decyl-α-phenyl-2H-tetrazole-2-acetate in 50 mL ethanol (90%). The resulting solution was stirred for 1 hour and concentrated in vacuo. The residue was partitioned between diethyl ether and water and the aqueous layer was acidified with 1N HCl. The acidified aqueous layer was extracted with diethyl ether and this ether layer was dried over MgSO4, filtered, and evaporated to give the title compound (1.78 g, 92%), mp 62°-64° C.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned between diethyl ether and water
  3. extractionThe acidified aqueous layer was extracted with diethyl ether
  4. dry with materialthis ether layer was dried over MgSO4
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-8991fb4c712f4f2ea395c1b7e61e54cd
Source dataset
uspto-grants-1995_08
Patent number
US05441975

Reaction notes

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