Methanol → HCID 58566438, compound

HRID 1876408Notes

Reaction equation

HRID 1876408 reaction equation
[CH3:1][C:2]1([CH3:21])[CH2:6][C:5]2[CH:7]=[C:8]([N:16]3[CH:20]=[N:19][N:18]=[N:17]3)[CH:9]=[C:10]([C:11]([O:13]CC)=[O:12])[C:4]=2[O:3]1.[OH-].[Li+].CO.O1CCCC1>O>[CH3:1][C:2]1([CH3:21])[CH2:6][C:5]2[CH:7]=[C:8]([N:16]3[CH:20]=[N:19][N:18]=[N:17]3)[CH:9]=[C:10]([C:11]([OH:13])=[O:12])[C:4]=2[O:3]1

Participants

6

Reactant 4

HCID 887MethanolHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 58566476HCID 58566476, compound

Product 1

HCID 58566438HCID 58566438, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of ethyl 2,2-dimethyl-5-(1H-tetrazol-1-yl)-2,3-dihydrobenzofuran-7-carboxylate (676) (182 mg, 0.631 mmol), lithium hydroxide (106 mg, 2.53 mmol), methanol (1 mL), tetrahydrofuran (1 mL), and water (4 mL) was heated at 50° C. for 1 hour. The volatiles were removed in vacuo and 2N HCl was added. The white solid was collected by filtration washing with water to provide 2,2-dimethyl-5-(1H-tetrazol-1-yl)-2,3-dihydrobenzofuran-7-carboxylic acid (677) (136 mg, 83%).

Workup

  1. customThe volatiles were removed in vacuo and 2N HCl
  2. additionwas added
  3. filtrationThe white solid was collected by filtration
  4. washwashing with water

Sources & evidence

ORD record
ord-3106dfafa9824ff1b15f7aec653306f5
Source dataset
uspto-grants-2012_11
Patent number
US08309600B2

Reaction notes

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