Hydrochloric Acid → HCID 18378572, compound

HRID 2298802Notes

Reaction equation

HRID 2298802 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]([C:13]([N:15]2[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[CH2:19][CH2:18][CH2:17][CH2:16]2)=[O:14])[CH:10]=[CH:9][C:4]=1[C:5]([O:7]C)=[O:6].Cl>CO.[OH-].[Na+]>[CH3:1][O:2][C:3]1[CH:12]=[C:11]([C:13]([N:15]2[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[CH2:19][CH2:18][CH2:17][CH2:16]2)=[O:14])[CH:10]=[CH:9][C:4]=1[C:5]([OH:7])=[O:6]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 18378619methyl 2-methoxy-4-(2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonylbenzoate

Product 1

HCID 18378572HCID 18378572, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
60 °C

Procedure

A solution of methyl 2-methoxy-4-(2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonylbenzoate (450 mg) in a mixture of methanol (15 ml) and 1 N aqueous sodium hydroxide (3 ml) was stirred at 60° C. for 2 hours and the solution was cooled to room temperature. The solution was adjusted to pH 2-3 with 1N hydrochloric acid and extracted with chloroform. The organic layer was washed with water and brine and dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was solidified with ether to give 2-methoxy-4-(2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonylbenzoic acid (410 mg).

Workup

  1. temperaturethe solution was cooled to room temperature
  2. extractionextracted with chloroform
  3. washThe organic layer was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-724fdcaed61f4119a70a3ef1a6bb71a5
Source dataset
uspto-grants-2002_12
Patent number
US06495542B1

Reaction notes

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