Hydrochloric Acid → HCID 21084198, compound

HRID 347813Notes

Reaction equation

HRID 347813 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([CH2:7][N:8]2[CH:13]([C:14]([O:16]CC)=[O:15])[CH:12]3[CH2:19][CH:9]2[CH2:10][CH2:11]3)=[CH:5][CH:4]=1.CO.[OH-].[Na+].Cl>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[CH:13]([C:14]([OH:16])=[O:15])[CH:12]3[CH2:19][CH:9]2[CH2:10][CH2:11]3)=[CH:20][CH:21]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 21084207HCID 21084207, compound

Product 1

HCID 21084198HCID 21084198, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 2-(4-methoxybenzyl)-2-azabicyclo[2.2.1]heptane-3-carboxylate (340 mg, 1.18 mmol) in tetrahydrofuran (8 ml)-methanol (4 ml) was added 1N sodium hydroxide (8 ml), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was neutralized with 1N hydrochloric acid and then concentrated. The resulting white solid was washed with chloroform and then filtrated. The filtrate was dried over magnesium sulfate and the solvent was evaporated, to give 2-(4-methoxybenzyl)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid.

Workup

  1. concentrationconcentrated
  2. washThe resulting white solid was washed with chloroform
  3. filtrationfiltrated
  4. dry with materialThe filtrate was dried over magnesium sulfate
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-0032496c18584bdd9d794406b5d9beea
Source dataset
uspto-grants-2007_02
Patent number
US07176217B2

Reaction notes

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