Lithium Hydroxide → HCID 178524270, compound

HRID 1691896Notes

Reaction equation

HRID 1691896 reaction equation
C[O:2][C:3]([CH:5]1[CH2:10][CH2:9][CH:8]([C:11]2[NH:15][N:14]=[N:13][N:12]=2)[CH2:7][CH2:6]1)=[O:4].[OH-].[Li+].C1COCC1>O>[NH:15]1[C:11]([CH:8]2[CH2:7][CH2:6][CH:5]([C:3]([OH:4])=[O:2])[CH2:10][CH2:9]2)=[N:12][N:13]=[N:14]1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 178497603HCID 178497603, compound

Product 1

HCID 178524270HCID 178524270, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-(1H-tetrazol-5-yl)-cyclohexanecarboxylic acid methyl ester (304 mg, 2.74 mmol), lithium hydroxide (121 mg 2.89), THF and water were stirred at RT overnight. The reaction was concentrated and diluted with water acidified with concentrated HCl to pH 1 and extracted with ethyl acetate to give 4-(1H-tetrazol-5-yl)-cyclohexanecarboxylic acid (173 mg, 61%) as an off white solid. LCMS calcd C8H12N4O2 (m/e) 196, obsd 197 (M+H).

Workup

  1. concentrationThe reaction was concentrated
  2. additiondiluted with water
  3. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-caae4678c6b740289c821ffbf442f3d4
Source dataset
uspto-grants-2012_04
Patent number
US08153644B2

Reaction notes

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