Hydrochloric Acid → HCID 22219493, compound

HRID 1793948Notes

Reaction equation

HRID 1793948 reaction equation
[C:1]([N:20]1[C:24]([CH2:25][C:26]([O:28]CC)=[O:27])=[N:23][N:22]=[N:21]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O1CCCC1.[OH-].[Na+].Cl>C(O)C.C(OCC)(=O)C>[C:1]([N:20]1[C:24]([CH2:25][C:26]([OH:28])=[O:27])=[N:23][N:22]=[N:21]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 22405527HCID 22405527, compound

Product 1

HCID 22219493HCID 22219493, compoundYield 117.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of 1.21 g of ethyl (1-trityl-1H-tetrazol-5-yl)acetate in ethanol (6mL)-tetrahydrofuran (6 mL) was added 1.67 mL of 2 mol/L sodium hydroxide solution under ice-cooling, and the mixture was stirred at room temperature for an hour. To the reaction mixture were added ethyl acetate and 10 mL of 1 mol/L hydrochloric acid, and the mixture was separated. After being washed with water, and brine, the organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to give 1.32 g of (1-trityl-1H-tetrazol-5-yl)acetic acid.

Workup

  1. temperaturecooling
  2. customthe mixture was separated
  3. washAfter being washed with water, and brine
  4. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  5. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-59816e7a9a73432da436a38657272598
Source dataset
uspto-grants-2006_04
Patent number
US07022689B2

Reaction notes

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