Sodium Hydroxide → HCID 178442816, compound

HRID 1885293Notes

Reaction equation

HRID 1885293 reaction equation
[CH2:1]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH:19]([S:24][CH2:25][CH2:26][C:27]1[NH:31][N:30]=[N:29][N:28]=1)[C:20]([O:22]C)=[O:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[OH-].[Na+]>CO.O>[CH2:1]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH:19]([S:24][CH2:25][CH2:26][C:27]1[NH:31][N:30]=[N:29][N:28]=1)[C:20]([OH:22])=[O:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 178442817HCID 178442817, compound

Product 1

HCID 178442816HCID 178442816, compoundYield 74.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

A stirred suspension of methyl 2-(2-dodecylphenyl)-2-[2-(tetrazol-5-yl)ethylthio]acetate (0.57 g, 1.28 mmol) in 10 ml of methanol and 8 ml of water at 70° was treated with 3 ml of 2.5N sodium hydroxide. After 30 minutes at 70°, the mixture was cooled, diluted with 10 ml of water and filtered. The filtrate was acidified, extracted with ethyl acetate, and the extracts were dried and the solvente evaporated. The residue was recrystallized from methanol and gave the desired product 0.415 g (74%). NMR (CDCl3 /Me2CO): 10.23-11.70 (broad, 2H), 7.52-7.62 (m,1H), 7.27 (s,3H), 5.04 (s,1H), 3.0-3.44 (m,4H), 2.63-2.92 (t,2H), 1.12-1.84 (m,20H), 0.62-1.02 (t,3H).

Workup

  1. temperaturethe mixture was cooled
  2. filtrationfiltered
  3. extractionextracted with ethyl acetate
  4. customthe extracts were dried
  5. customThe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-eec550d578504ad996a2551bc5401b09
Source dataset
uspto-grants-1992_09
Patent number
US05143931

Reaction notes

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