Hydrochloric Acid → HCID 22390899, compound

HRID 1071997Notes

Reaction equation

HRID 1071997 reaction equation
C([O:3][C:4](=[O:22])[CH2:5][CH2:6][N:7]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[CH2:11][CH2:10][C:9]2[CH:18]=[CH:19][CH:20]=[CH:21][C:8]1=2)C.[OH-].[Na+].Cl>C(O)C.O>[CH:17]1[C:12]2[CH2:11][CH2:10][C:9]3[CH:18]=[CH:19][CH:20]=[CH:21][C:8]=3[N:7]([CH2:6][CH2:5][C:4]([OH:22])=[O:3])[C:13]=2[CH:14]=[CH:15][CH:16]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53650651HCID 53650651, compound

Product 1

HCID 22390899HCID 22390899, compoundYield 92.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

3-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)propionic acid ethyl ester (1.41 g, 4.77 mmol) was dissolved in ethanol (30 mL) and a solution of sodium hydroxide (0.75 g, 18.8 mmol) in water (5 mL) was added. The mixture was stirred for 3.5 h. 1 N Hydrochloric acid (17 mL) was added and the mixture was extracted with DCM (2×25 mL). The combined organic extracts were washed with brine (50 mL), dried (MgSO4) and the solvent was evaporated to give 1.18 g (92%) of 3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propionic acid.

Workup

  1. extractionthe mixture was extracted with DCM (2×25 mL)
  2. washThe combined organic extracts were washed with brine (50 mL)
  3. dry with materialdried (MgSO4)
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-b6d36347952b4e7c9b33a750ccee43d7
Source dataset
uspto-grants-2005_06
Patent number
US06908926B1

Reaction notes

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