Hydrochloric Acid → HCID 178423709, compound

HRID 2352034Notes

Reaction equation

HRID 2352034 reaction equation
C(CC[N:5]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)=[N:8][N:7]=[N:6]1)#N.[OH-].[Na+].C1COCC1.Cl>O>[CH3:22][C:19]1[CH:20]=[CH:21][C:16]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9]2[NH:5][N:6]=[N:7][N:8]=2)=[CH:17][CH:18]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 14425673HCID 14425673, compound

Product 1

HCID 178423709HCID 178423709, compoundYield 99.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-[1-(β-cyanoethyl)-1-H-tetrazol-5-yl]-4'-methylbiphenyl (689mg, 2.34 mmol), 1.0N NaOH (2.62 mL, 2.62 mmol) and THF (15 mL) were mixed and stirred at room temperature. After 15 minutes, water (100 mL) was added and the pH adjusted to 3.0 with conc. HCl. The aqueous mixture was extracted with ethyl acetate (3×100 mL) and the organic layers were combined, dried (MgSO4) and evaporated in vacuo to yield 550 mg of a white powder. M.P.=148.5°-150.0°. The spectral data matched those of a sample prepared via Method A.

Workup

  1. extractionThe aqueous mixture was extracted with ethyl acetate (3×100 mL)
  2. dry with materialdried (MgSO4)
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-73c1c1d9f08a4aa487b1f4e804360cdc
Source dataset
uspto-grants-1989_10
Patent number
US04874867

Reaction notes

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